1(3H)-ISOBENZOFURANONE,5-FLUORO-
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1(3H)-ISOBENZOFURANONE,5-FLUORO-
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CAS No:
700-85-6
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Formula:
C8H5FO2
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Chemical Name:
1(3H)-ISOBENZOFURANONE,5-FLUORO-
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Synonyms:
5-Fluoroisobenzofuran-1(3H)-one;5-Fluoro-1(3h)-isobenzofuranone;1(3H)-ISOBENZOFURANONE, 5-FLUORO-;CHEMBL226398;5-fluoro-1,3-dihydro-2-benzofuran-1-one;5-fluoro-3H-isobenzofuran-1-one;5-Fluoro-Phthalide;ACMC-209ocn;SCHEMBL365201;AMOT0821
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CAS No:
1(3H)-ISOBENZOFURANONE,5-FLUORO- Use and Manufacturing
General procedure: 2-Bromobenzyl alcohols (Formula II) l'-13' were prepared in one step, starting from the corresponding o-bromoaldehydes via Barbier aiiyiation or Grignard reaction using allylbromide or alkyl halides in 79-88% yield. When subjected to CuCN - mediated 'one-pot' cyclization with CuCN (3 equiv) in DMF at 150C, o-bromobenzyl alcohols (Formula II) 1'- 13' gave the corresponding phthalide derivatives (Formula I) 1-13 in 82-88% yields, the results of which are presented in Table 1. As can be seen, in every case, the reaction proceeded smoothly within 10-12h giving the desired phthalides (Formula I) 1-13 in excellent yields. For instance, substrates having halogen ( Entry 7), highly electron-rich groups (Entry 4) and different alkyl groups at R4 (entries 9-13) underwent this cyclization smoothly affording the corresponding phthalides (Formula I) 1-13 in excellent yields.500mL three-necked flask with condensing tube and exhaust gas absorption device, adding 1.0g of reduced iron powder, 1-oxoisobenzofuran-5-diazonium fluoroborate 20g and 200mL toluene, heated to 80 C, Pyrolysis, release hydrogen fluoride and boron trifluoride gas, reflux for 1 h, The supernatant was poured into a 250 mL eggplant type bottle, toluene was distilled off under reduced pressure, and 20 g of the mixture was charged to obtain a pale yellow solid of 14.7 g.Column chromatography gave 12.3 g of pure
Computed Properties
Molecular Weight:152.12
XLogP3:0.9
Hydrogen Bond Acceptor Count:3
Exact Mass:152.02735756
Monoisotopic Mass:152.02735756
Topological Polar Surface Area:26.3
Heavy Atom Count:11
Complexity:181
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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