HCID 67272952, compound → Ethyl 3-(3'-methylaminobiphenyl-4-yl)propanoate

HRID 250833Notes

Reaction equation

HRID 250833 reaction equation
[CH3:1][NH:2][C:3]1[CH:4]=[C:5]([C:9]2[CH:14]=[CH:13][C:12](/[CH:15]=[CH:16]/[C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:11][CH:10]=2)[CH:6]=[CH:7][CH:8]=1>CO.[Pd]>[CH3:1][NH:2][C:3]1[CH:4]=[C:5]([C:9]2[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:11][CH:10]=2)[CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 1

HCID 67272952HCID 67272952, compound

Product 1

HCID 67271940Ethyl 3-(3'-methylaminobiphenyl-4-yl)propanoateYield 90%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 1.7 g (6.0 mmol) of ethyl (E)-3-(3′-methylaminobiphenyl-4-yl)acrylate in 25 ml of methanol is stirred for 12 hours at room temperature in the presence of 300 mg (18% by mass) of 10% palladium-on-charcoal under a hydrogen atmosphere. The palladium is filtered off and the solvent is evaporated off. 1.52 g of ethyl 3-(3′-methylaminobiphenyl-4-yl)propanoate are obtained. Yield=90%

Workup

  1. filtrationThe palladium is filtered off
  2. customthe solvent is evaporated off

Sources & evidence

ORD record
ord-6bbc2830869c405497b33ab1f27ac865
Source dataset
uspto-grants-2011_01
Patent number
US07863332B2

Reaction notes

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