Ethyl 3-(2-methoxy-5-(methoxycarbonyloxy)phenyl)acrylate → Ethyl 3-(2-methoxy-5-(methoxycarbonyloxy)phenyl)propanoate

HRID 709695Notes

Reaction equation

HRID 709695 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([O:9][C:10]([O:12][CH3:13])=[O:11])=[CH:5][C:4]=1[CH:14]=[CH:15][C:16]([O:18][CH2:19][CH3:20])=[O:17]>CO.[Pd]>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([O:9][C:10]([O:12][CH3:13])=[O:11])=[CH:5][C:4]=1[CH2:14][CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17]

Participants

4

Reactant 1

HCID 131733903Ethyl 3-(2-methoxy-5-(methoxycarbonyloxy)phenyl)acrylate

Product 1

HCID 117759608Ethyl 3-(2-methoxy-5-(methoxycarbonyloxy)phenyl)propanoateYield 79.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of ethyl 3-(2-methoxy-5-(methoxycarbonyloxy)phenyl)acrylate (1.00 g) in methanol (3.0 mL) was added 10% palladium-activated carbon (100 mg), and the mixture was stirred for 1 hr under a hydrogen atmosphere. The reaction mixture was filtered, and the filtrate was concentrated under reduced pressure to give the title compound (800 mg) as a yellow 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-9f60aaef950545d28b98ed2dc547e371
Source dataset
uspto-grants-2015_11
Patent number
US09181186B2

Reaction notes

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