2-[2-(3-Chlorophenyl)-vinyl]-3-methoxybenzoic acid → [2-(3-Chlorophenyl)-ethyl]-3-methoxybenzoic acid

HRID 473465Notes

Reaction equation

HRID 473465 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]2[C:18]([O:19][CH3:20])=[CH:17][CH:16]=[CH:15][C:11]=2[C:12]([OH:14])=[O:13])[CH:5]=[CH:6][CH:7]=1.[H][H]>[Pd].[O-]S([O-])(=O)=O.[Ba+2].CO>[Cl:1][C:2]1[CH:3]=[C:4]([CH2:8][CH2:9][C:10]2[C:18]([O:19][CH3:20])=[CH:17][CH:16]=[CH:15][C:11]=2[C:12]([OH:14])=[O:13])[CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 674979952-[2-(3-Chlorophenyl)-vinyl]-3-methoxybenzoic acidHCID 178418361HCID 178418361, compound

Product 1

HCID 67360277[2-(3-Chlorophenyl)-ethyl]-3-methoxybenzoic acidYield 87%

Reagents, catalysts & solvents 2

HCID 16218511Pd barium sulfateCatalystHCID 887MethanolSolvent

Procedure

For the synthesis of the title compound, 6.0 g of 2-[2-(3-chlorophenyl)-vinyl]-3-methoxybenzoic acid, 0.6 g of Pd/BaSO4 (5%), 4 l of hydrogen and 150 ml of methanol are employed in method J (variant 1). Yield: 87%; m.p.: 91° C.; C16H15ClO3 (Mr=290.75)

Sources & evidence

ORD record
ord-d0edb5ebad7e4f33b0f3fe48f6a5cbe6
Source dataset
uspto-grants-2014_01
Patent number
US08633312B2

Reaction notes

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