HCID 54530367, compound → HB 093

HRID 1763935Notes

Reaction equation

HRID 1763935 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:24][CH3:25])=[C:6]([CH:23]=1)[C:7]([NH:9][CH2:10][CH2:11][C:12]1[CH:22]=[CH:21][C:15]([CH:16]=[CH:17][C:18]([OH:20])=[O:19])=[CH:14][CH:13]=1)=[O:8].[H][H]>CO.[Pd].S([O-])([O-])(=O)=O.[Ba+2]>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:24][CH3:25])=[C:6]([CH:23]=1)[C:7]([NH:9][CH2:10][CH2:11][C:12]1[CH:22]=[CH:21][C:15]([CH2:16][CH2:17][C:18]([OH:20])=[O:19])=[CH:14][CH:13]=1)=[O:8]

Participants

5

Reactant 2

HCID 54530367HCID 54530367, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 43709HB 093

Reagents, catalysts & solvents 2

HCID 16218511Pd barium sulfateCatalystHCID 887MethanolSolvent

Procedure

7.19 g. 4-[2-(5-chloro-2-methoxybenzamido)-ethyl]-cinnamic acid are hydrogenated in methanol, with the use of 1 g. palladium/barium sulphate, at ambient temperature. After taking up 1 mol hydrogen/mol of starting material, the hydrogenation is discontinued and the solution is filtered, evaporated and the residue recrystallised from isopropanol/water. There are obtained 6.14 g. (about 85% of theory) β-{4-[2-(5-chloro-2-methoxybanzamido)-ethyl]-phenyl}-propionic acid; m.p. 118°- 120° C.

Workup

  1. customat ambient temperature
  2. filtrationthe solution is filtered
  3. customevaporated
  4. customthe residue recrystallised from isopropanol/water
  5. customThere are obtained 6.14 g

Sources & evidence

ORD record
ord-e66e4829da0d49868f6ec5dafab84c0e
Source dataset
uspto-grants-1978_09
Patent number
US04113871

Reaction notes

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