Methyl 2-acetylamino-3-(4-benzyloxy-3-chloro-5-methyl-phenyl)-acrylate → Methyl 2-acetylamino-3-(3-chloro-4-hydroxy-5-methyl-phenyl)-propionate

HRID 491134Notes

Reaction equation

HRID 491134 reaction equation
[C:1]([NH:4][C:5](=[CH:10][C:11]1[CH:16]=[C:15]([CH3:17])[C:14]([O:18]CC2C=CC=CC=2)=[C:13]([Cl:26])[CH:12]=1)[C:6]([O:8][CH3:9])=[O:7])(=[O:3])[CH3:2].[H][H]>[Ni].CO>[C:1]([NH:4][CH:5]([CH2:10][C:11]1[CH:16]=[C:15]([CH3:17])[C:14]([OH:18])=[C:13]([Cl:26])[CH:12]=1)[C:6]([O:8][CH3:9])=[O:7])(=[O:3])[CH3:2]

Participants

5

Reactant 2

HCID 68673687Methyl 2-acetylamino-3-(4-benzyloxy-3-chloro-5-methyl-phenyl)-acrylateHCID 178418361HCID 178418361, compound

Product 1

HCID 68674685Methyl 2-acetylamino-3-(3-chloro-4-hydroxy-5-methyl-phenyl)-propionate

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

A mixture of 7.40 g (19.8 mmol) methyl 2-acetylamino-3-(4-benzyloxy-3-chloro-5-methyl-phenyl)-acrylate, 300 mL MeOH and 800 mg Raney nickel was shaken at RT and 3000 hPa hydrogen pressure for 7 h. After the reaction had ended the catalyst was filtered off and the remainder was evaporated down i.vac.

Workup

  1. filtrationwas filtered off
  2. customthe remainder was evaporated down i.vac

Sources & evidence

ORD record
ord-8fb2360a29454f0d9c24547567d6c90d
Source dataset
uspto-grants-2009_05
Patent number
US07528129B2

Reaction notes

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