Methyl 4-hydroxy-5-nitro-2-(trifluoromethyl)benzoate → HCID 58376084, compound

HRID 1942453Notes

Reaction equation

HRID 1942453 reaction equation
[OH:1][C:2]1[C:11]([N+:12]([O-])=O)=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[C:4]([C:15]([F:18])([F:17])[F:16])[CH:3]=1>CO.[C].[Pd]>[NH2:12][C:11]1[C:2]([OH:1])=[CH:3][C:4]([C:15]([F:16])([F:17])[F:18])=[C:5]([CH:10]=1)[C:6]([O:8][CH3:9])=[O:7]

Participants

4

Reactant 1

HCID 58376066Methyl 4-hydroxy-5-nitro-2-(trifluoromethyl)benzoate

Product 1

HCID 58376084HCID 58376084, compoundYield 103%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Conditions

Temperature
25 °C

Procedure

Methyl 4-hydroxy-5-nitro-2-(trifluoromethyl)benzoate (58.0 g) was dissolved in methanol (600 ml), and thereto was added 10% palladium carbon (50% wet.: 11.60 g). The mixture was vigorously stirred under hydrogen atmosphere at 25° C. for 8 hours. After the reaction was complete, the mixture was filtered on celite, washed with methanol, and the filtrate was concentrated under reduced pressure to give the title compound (53.0 g).

Workup

  1. filtrationthe mixture was filtered on celite
  2. washwashed with methanol
  3. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-c9bde77899064ca0bc2ee091c21740e0
Source dataset
uspto-grants-2013_03
Patent number
US08389511B2

Reaction notes

Loading…