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    Home > Benzomorpholine
    Benzomorpholine structure

    Benzomorpholine

    • CAS No:

      5735-53-5

    • Formula:

      C8H9NO

    • Synonyms:

      AKOS BC-1149;BENZOMORPHOLINE;AKOS BBS-00002717;CHEMBRDG-BB 4005008;2,3-dihydro-1,4-benzoxazine;3,4-DIHYDRO-2H-1,4-BENZOXAZINE;3,4-Dihydro-2H-benzo[1,4]oxazine;3,4-DIHYDRO-2H-BENZO[B][1,4]OXAZINE;3,4-Dihydro-2H-1,4-benzoxazine, 97+%;7-Oxa-10-azabicyclo[4.4.0]deca-1,3,5-triene

    • China Export:

      From 2018.11 to 2019.11, total export volume of Benzomorpholine from China was 64,534,318KG while total export value was $1,953,812,763. The biggest proportion of exporting volume in the last 12 months was 11.30% in 2019.03.

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    Basic Attributes

    • 5735-53-5

    • C8H9NO

    • 135.16

    • 135.068420

    • 21.3 A^2

    • 1.7

    • YRLORWPBJZEGBX-UHFFFAOYSA-N

    • 2

    • 1

    • 0.25

    • 0

    Characteristics

    • 1.1±0.1 g/cm3

    • 85°C/0.75mm

    • 91.0±11.2 °C

    • 1.541

    • Sparingly soluble in water.(0.26 g/L) (25°C),

    Safety Information

    • IRRITANT

    • 2934999090

    • 36/37/38-22

    • 26-36/37/39

    • Xi,Xn

    Production Methods

    To a suspension of 2-aminophenol (1.0 g, 9.2 mmol) and potassium carbonate (6.36 g, 46 mmol) in dry DMF (10 mL) was added 1, 2-dibromoethane (2.59 g, 13.8 mmol). The mixture was then heated at 125'C for 15 hours. After cooling, the mixture was treated with crushed ice and extracted with ethyl acetate. The organic extracts were dried over sodium sulfate and the solvent was removed under reduced pressure. The residue was purified by flash chromatography on silica gel using ethyl acetate/petroleum ether 1:10 (v:v) as eluent to give 3,4- dihydro-2H-benzo[b][1,4]oxazine as reddish oil (0.81 g, 65percent). LC-MS (ES-API); rt 7.51 min; m/z calculated for C1 , 2-Dibromoethane (1.51 g, 13.87 mmol) was dissolved in 100 mL of acetone and a solution of 3.19 g of KUnder argon atmosphere, NaOH and triethyl boron were first stirred at room temperature to form a clear clear solution at a concentration of 1 M / L;Subsequently, 10 mol (2 molpercent) of the above-mentioned triethylboron solution, 5 mmol of amide substrate, 15 mmol of silane, 2 mL of solventInto a 10 mL sealed tube and placed in an oil bath at 80 ° C for 6 hours with heating. The reaction was completed and the reaction was exposed to air quenching, followed byThe yield was determined by column chromatography and gas chromatography and a pure product was obtained. When using polymethylhydrogensiloxane (PMHS) andWhen the tetrahydrofuran was used as the silane and the solvent, the yields of the products A and B were 81percent and 3percent, respectively. When the triethoxysilaneAnd n-hexane as silane and solvent, respectively, the yield of products A, B were: 90percent, 7percentGeneral procedure: A stifling solution of the requisite phenol derivative, (10 mmol) in CHSynthesis of 3,4-dihydro-2H-benzo[b][1,4]oxazine A solution of 2H-benzo[b][1,4]oxazin-3(4H)-one (38.2 mmol) in tetrahydrofuran (21 mL) was slowly added to a suspension of lithium aluminum hydride (94.7 mmol) in tetrahydrofuran (80 mL) and the reaction mixture was heated at reflux for 16 h. The reaction mixture was diluted with water (3.6 mL) and 15percentsodium hydroxide (10.8 mL) and the insoluble solids were removed by filtration. The aqueous layer was extracted with ethyl acetate (2 x 100 mL) and the combined organic layers were dried (sodium sulfate) and concentrated to provide 3,4-dihydro-2H-benzo[b][1,4]oxazine in 79percent yield as red oil.Synthesis of 3,4-dihydro-2H-benzo[b][1,4]oxazine Intermediate 31: Synthesis of 4-methyl-3,4-dihydro-2H-benzo[b][l,4]oxazine-6-sulfonyl chloride.1. Synthesis of 3,4-dihydro-2H-benzo|A solution of 2H-benzo[b][1,4]oxazin-3(4H)-one (38.2 mmol) in tetrahydrofuran (21 mL) was slowly added to a suspension of lithium aluminum hydride (94.7 mmol) in tetrahydrofuran (80 mL) and the reaction mixture was heated at reflux for 16 h. The reaction mixture was diluted with water (3.6 mL) and 15percent sodium hydroxide (10.8 mL) and the insoluble solids were removed by filtration. The aqueous layer was extracted with ethyl acetate (2.x.100 mL) and the combined organic layers were dried (sodium sulfate) and concentrated to provide 3,4-dihydro-2H-benzo[b][1,4]oxazine in 79percent yield as red oil.Intermediate 31: Synthesis of 4-methyl-3,4-dihydro-2H-benzo[b][l,4]oxazine-6-sulfonyl chloride.1. Synthesis of 3,4-dihvdro-2i/-benzo|A solution of 2H-benzo[b][1,4]oxazin-3(4H)-one (38.2 mmol) in tetrahydrofuran (21 mL) was slowly added to a suspension of lithium aluminum hydride (94.7 mmol) in tetrahydrofuran (80 mL) and the reaction mixture was heated at reflux for 16 h. Into a 250 mL 3-necked round bottom flask was placed a solution of lithium aluminum hydride (3.6 g, 94.74 mmol) in tetrahydrofuran (80 mL). The mixture was stirred for 15 minutes. This was followed by the addition of a solution of 2H-benzo[b][l,4]oxazin-3(4H)-one (5.7 g, 38.22 mmol) in tetrahydrofuran (21 mL), which was added drop wise with stirring. The resulting solution was allowed to react, with stirring, overnight while the temperature was maintained at reflux in a bath of General procedure: LAH (2 equiv.) in THF (100 mL) was cooled to 0oC inan ice bath under nitrogen. A solution of 4 (1 equiv.) in THF (20 mL) was added dropwise, and the resulting solution was stirred at RT for 16 hrs. The reaction mixture was cooled to 0oC andcarefully quenched with water (2 mL), 2 N NaOH (2 mL) and water (8 mL). The resulting slurrywas stirred at RT for 1 h and filtered through Celite. The filter cake was washed with ethylacetate and discarded. The filtrate was dried (Na2SO4), separated and concentrated to afford 5 asa colorless oil.Step B: 3,4-Dihydro-2H-benzo[l,4]oxazine. To a mixture of LAH (3.6 g, 94.74 mmol) in THF (80 ml) was added a solution of 4H-Benzo[l,4]oxazin-3-one (5.7 g, 38.22 mmol) in THF (21 ml) dropwise at room temperature. The reaction mixture was refluxed overnight. The resulting mixture was cooled to 0°C and then quenched by the adding 3.6 ml of HSynthesis of 3,4-dihydro-2H-1,4-benzoxazine (Intermediate-29)

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    Material and Products

    China Benzomorpholine Export Data

    Data referenced from General Administration of Customs,P.R.China

    2018.11-2019.11 China - America  Benzomorpholine Export Data

    From 2018.11 to 2019.11, total export volume of Benzomorpholine from China to America was 7,780,901KG while total export value was $316,380,773. The biggest proportion of exporting volume in the last 12 months was 14.00% in 2019.01.

    2018.11-2019.11 China Benzomorpholine Export Data

    From 2018.11 to 2019.11, total export volume of Benzomorpholine from China was 64,534,318KG while total export value was $1,953,812,763. The biggest proportion of exporting volume in the last 12 months was 11.30% in 2019.03.

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