Ethyl 3-(2-fluoro-5-methoxyphenyl)acrylate → Ethyl 3-(2'-fluoro-5'-methoxyphenyl)propionate

HRID 709700Notes

Reaction equation

HRID 709700 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][C:3]=1[CH:10]=[CH:11][C:12]([O:14][CH2:15][CH3:16])=[O:13]>C(O)C.[Pd]>[F:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][C:3]=1[CH2:10][CH2:11][C:12]([O:14][CH2:15][CH3:16])=[O:13]

Participants

4

Reactant 1

HCID 77260531Ethyl 3-(2-fluoro-5-methoxyphenyl)acrylate

Product 1

HCID 68536561Ethyl 3-(2'-fluoro-5'-methoxyphenyl)propionateYield 92%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of ethyl 3-(2-fluoro-5-methoxyphenyl)acrylate (224 mg) in ethanol (50 mL) was added 10% palladium-activated carbon (24 mg), and the mixture was stirred for 15 hr under a hydrogen atmosphere. The reaction mixture was filtered, and the filtrate was concentrated under reduced pressure to give the title compound (208 mg) as a colorless oil. This compound was used for the next step without further purification.

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-80a7e8a5ed1347578799d212686ee9f3
Source dataset
uspto-grants-2015_11
Patent number
US09181186B2

Reaction notes

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