N-Methoxy-N-methylacetamide
-
N-Methoxy-N-methylacetamide
structure -
-
CAS No:
78191-00-1
-
Formula:
C4H9NO2
-
Chemical Name:
N-Methoxy-N-methylacetamide
-
Synonyms:
Acetamide,N-methoxy-N-methyl-;N-Methoxy-N-methylacetamide;N-Methyl-N-methoxyacetamide;N,O-Dimethylacetohydroxamic acid;N-Methoxy-N-methylacetamide;118564-87-7
- Categories:
-
CAS No:
Characteristics
29.5
-0.2
Colorless Liquid
1.0±0.1 g/cm3
70-73 °C @ Press: 1 Torr
121 °F
1.410
H2O: soluble
Flammables area
N-Methoxy-N-methylacetamide Use and Manufacturing
N-Methoxy-N-methyl-acetamide (105). N, O-dimethyl-hydroxylamine HCl (100 g, 1025 mmol) was suspended under nitrogen in DCM (1000 mL) and cooled in ice. Triethylamine (300 mL, 2152 mmol) was added slowly, then acetyl chloride (76.5 mL, 1076 mmol) was added slowly, the temperature reached 20° despite ice cooling and slow addition. Stirring without cooling was continued for 30 min. Extraction: 1.x.DCM, 1.x.1N HCl, 2.x. saturated NaCl solution. Distillation at 42° C./20 mbar gave 69 g (65percent) of a colorless oil.N, O-dimethyl-hydroxylamine HC1 (100 g, 1025 mmol) was suspended under nitrogen in DCM (1000 mL) and cooled in ice. Triethylamine (300 mL, 2152 mmol) was added slowly, then acetyl chloride (76.5 mL, 1076 mmol) was added slowly, the temperature reached 20° despite ice cooling and slow addition. Stirring without cooling was continued for 30 min. Extraction: 1 x DCM, 1 x 1 N HC1, 2 x saturated NaCl solution. Distillation at 42 °C/20 mbar gave 69 g (65 percent) of a colorless oil.Compound 25-1 (0442) To a suspension of N, O-dimethylhydroamine hydrochloride (100 g, 1026 mmol) in DCM (1000 mL) was added triethylamine (300 mL, 2052 mmol) at 0° C. Acetyl chloride was added dropwise to the suspension for 2 h at 0° C. When the addition was complete, the mixture was allowed to warm to rt and stirred for 2 h. The mixture was washed with brine (1 L), 1 N HCl (500 mL), brine (200 mL) respectively and dried with magnesium sulfate, filtered and concentrated to afford brown oil, which was purified by distillation to afford 25-1 as a colourless liquid (65 g, 61percent).To a stirred solution of N, O-dimethylhydroxylamine hydrochloride 3 (25 g, 256.4 mmol) in CH2C12 (400 mL) under inert atmosphere was added TEA (51.8 g, 512.8 mmol), and the reaction mixture was stirred for 20 mi Acetyl chloride (22.5 g, 282.0 mmol) was added to the reaction mixture at RT, and the reaction mixture stirred for 1 h. The reaction progress was monitored by TLC; after reaction completion, the reaction mixture quenched with saturated NaHCO3 solution (250 mL) and extracted with CH2C12 (2 x 250 mL). The combined organic extracts were washed with 1 N HC1 solution (100 mL), water (100 mL), brine solution (100 mL), dried over Na2SO4, filtered and concentrated under reduced pressure to obtain the crude material. The crude material was distilled at 50°C to get 4(11.5 g, 56percent) as colorless liquid. 1HNMR (500 MHz, CDC13): ö 3.68 (s, 3H), 3.17 (s, 3H), 2.11 (s, 3H); LC-MS: 97.3percent; (M+H) Found=104.4; (column: X bridge C-18, 50 x 3.0 mm, 3.5 tm); RT 0.63 mm. 5 mM NH4OAc: ACN; 0.8 mL/min).Step 2: 1-(4-Fluorophenyl)but-3-en-2-one (3) Summary: This reaction is very sensitive to the quality of the Grignard reagent and the quench method. Major side products have been identified (A, B, C), and are shown above. The product is unstable when concentrated to an oil, and has moderate stability in solution. The final toluene solution should be kept cold and used in the next step without delay. Procedure: FW: Amt. Moles Equiv. Weinreb amide (2) 197.2 157.2 g 0.800 mol 1.0 eq. Vinyl magnesium 1.6 M 700 mL 1.12 mol 1.4 eq. chloride in THFAc
Computed Properties
Molecular Weight:103.12
XLogP3:-0.2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:103.063328530
Monoisotopic Mass:103.063328530
Topological Polar Surface Area:29.5
Heavy Atom Count:7
Complexity:72.1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
Recommended Suppliers of N-Methoxy-N-methylacetamide
-
![China]()
CN
5 YRS
Business licensedTrader Supplier of Intermediates,Building blocks,API,Silicones,Peptides,Lab chemicals,Biochemicals,Pharmaceuticals,Screening Compounds,Food Additives -
![China]()
CN
4 YRS
Business licensed Certified factoryManufactory Supplier of Chemical Pesticides,Food Additives,Agrochemicals,Active Pharm Ingredients,Flavors and Fragrances,Chemical Catalyst,Chemical Materials,Chem&Pharm Intermediates,Organic Intermediates,Feed AdditiveInquiryCAS No.: 78191-00-1Grade: Industrial GradeContent: 99% -
![China]()
CN
5 YRS
Business licensedTrader Supplier of PVC resin,pvc paste resin,melamineInquiryCAS No.: 78191-00-1Grade: Industrial GradeContent: 99% -
![China]()
CN
1 YR
Business licensedTrader Supplier of Chemical solvents, chemical intermediates, custom chemicalsInquiryCAS No.: 78191-00-1Grade: Industrial GradeContent: 98% -
![China]()
CN
9 YRS
Business licensed Certified factoryManufactory Supplier of CyclenInquiryCAS No.: 78191-00-1Grade: Pharmaceutical GradeContent: 98%
Learn More Other Chemicals
-
3-(isocyanatomethyl)heptane
20392-34-1
-
1-Nitro-2-phenylethane
6125-24-2
-
2,6-DINITROBENZONITRILE
35213-00-4
-
BOC-L-4-BR-PHE-NH2 Formula
869569-99-3
-
Tin dibromide Formula
10031-24-0
-
Triethyl phosphonoacetate Formula
867-13-0
-
Fmoc-leucine Structure
35661-60-0
-
(5R)-5-(2,2-Dimethyl-4H-1,3-benzodioxin-6-yl)-1,3-oxazolidin-2-one Structure
452339-73-0
-
What is Benzene, 2-[[2-[(6-bromohexyl)oxy]etho...
503070-57-3
-
What is Ethyl 1-azabicyclo[2.2.2]octane-4-carboxylate
22766-68-3