p-(2-Chlorophenyl)cinnamic acid → beta-(2'-Chloro-4-biphenylyl)propionic acid

HRID 1659065

Reaction equation

HRID 1659065 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:18]=[CH:17][C:11]([CH:12]=[CH:13][C:14]([OH:16])=[O:15])=[CH:10][CH:9]=1.[H][H]>[Pt]=O.C(O)C>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[CH:18]=[CH:17][C:11]([CH2:12][CH2:13][C:14]([OH:16])=[O:15])=[CH:10][CH:9]=1

Participants

5

Reactant 2

HCID 54534814p-(2-Chlorophenyl)cinnamic acidHCID 178418361HCID 178418361, compound

Product 1

HCID 1394276beta-(2'-Chloro-4-biphenylyl)propionic acid

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 702EthanolSolvent

Procedure

A suspension of 100 g of p-(2-chlorophenyl)cinnamic acid in 1 l. of 95% ethanol is hydrogenated at atmospheric pressure using platinum oxide catalyst (1 g). The uptake of hydrogen ceases when approximately 9-10 l. of hydrogen is consumed. The catalyst is then filtered off and the reaction evaporated to dryness to give β-(2'-chloro-4-biphenylyl)propionic acid.

Workup

  1. customof hydrogen is consumed
  2. filtrationThe catalyst is then filtered off
  3. customthe reaction evaporated to dryness

Sources & evidence

ORD record
ord-828198b8ce5a45dc8b17d5737e10150b
Source dataset
uspto-grants-1976_06
Patent number
US03966801

Linked notes

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