Methane → HCID 66733858, compound

HRID 1929616Notes

Reaction equation

HRID 1929616 reaction equation
[CH2:1]([O:5][C:6](=[O:18])[CH:7]=[CH:8][C:9]1[CH:14]=[C:13]([F:15])[C:12]([CH3:16])=[C:11]([F:17])[CH:10]=1)[CH2:2][CH2:3][CH3:4].C>[Pd].CO>[CH2:1]([O:5][C:6](=[O:18])[CH2:7][CH2:8][C:9]1[CH:14]=[C:13]([F:15])[C:12]([CH3:16])=[C:11]([F:17])[CH:10]=1)[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 2

HCID 297MethaneHCID 66733998HCID 66733998, compound

Product 1

HCID 66733858HCID 66733858, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 3-(3,5-difluoro-4-methyl-phenyl)-acrylic acid butyl ester (7.651 g; 30.089 mmol) and 10% palladium over activated charcoal (0.760 g) was placed under nitrogen before MeOH (100 ml) was carefully added. The resulting suspension was placed under vacuum, then under hydrogen (1 atm), and the reaction mixture was vigorously stirred at rt for 2 h45. The reaction mixture was filtered over a pad of celite, and concentrated under reduced pressure to give the expected product 3-(3,5-difluoro-4-methyl-phenyl)-propionic acid butyl ester as a yellow oil which was further dried under HV (6.960 g; 90%). LC-MS: tR=1.10 min; [M+H]+: no ionisation.

Workup

  1. additionwas carefully added
  2. filtrationThe reaction mixture was filtered over a pad of celite
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-f22a620250634a2eb9b20ad420dd3967
Source dataset
uspto-grants-2012_05
Patent number
US08188082B2

Reaction notes

Loading…