Acetic Acid → Methyl 2-amino-5-(2,2-difluoroethoxy)benzoate

HRID 884495

Reaction equation

HRID 884495 reaction equation
[F:1][CH:2]([F:18])[CH2:3][O:4][C:5]1[CH:6]=[CH:7][C:8]([N+:15]([O-])=O)=[C:9]([CH:14]=1)[C:10]([O:12][CH3:13])=[O:11].CCO.CC(O)=O>CCOC(C)=O.[Pd]>[NH2:15][C:8]1[CH:7]=[CH:6][C:5]([O:4][CH2:3][CH:2]([F:1])[F:18])=[CH:14][C:9]=1[C:10]([O:12][CH3:13])=[O:11]

Participants

6

Reactant 3

HCID 176Acetic AcidHCID 702EthanolHCID 59587324Methyl 5-(2,2-difluoroethoxy)-2-nitrobenzoate

Product 1

HCID 59587097Methyl 2-amino-5-(2,2-difluoroethoxy)benzoate

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

21 g of methyl 5-(2,2-difluoroethoxy)-2-nitrobenzoate obtained in stage 3.1 and 1 g of Pd/C (10%) in a mixture of 300 ml of AcOEt, 50 ml of EtOH and 5 ml of AcOH are stirred at AT under a hydrogen atmosphere for 24 h 00.

Sources & evidence

ORD record
ord-67749a367e244925b95db98052abf859
Source dataset
uspto-grants-2012_08
Patent number
US08242126B2

Linked notes

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