HCID 54026062, compound → HCID 20534485, compound

HRID 1157013Notes

Reaction equation

HRID 1157013 reaction equation
[H][H].[Cl:3][C:4]1[CH:32]=[CH:31][C:7]([C:8]([C:10]2[C:11]([CH3:30])=[C:12]([CH:16]=[CH:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][C:27]([OH:29])=[O:28])[CH:13]=[CH:14][CH:15]=2)=[O:9])=[CH:6][CH:5]=1>CO.[Ni]>[Cl:3][C:4]1[CH:5]=[CH:6][C:7]([C:8]([C:10]2[C:11]([CH3:30])=[C:12]([CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][C:27]([OH:29])=[O:28])[CH:13]=[CH:14][CH:15]=2)=[O:9])=[CH:31][CH:32]=1

Participants

5

Reactant 2

HCID 54026062HCID 54026062, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 20534485HCID 20534485, compoundYield 63.9%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

Hydrogen was passed through a solution of 2.07 g of the acid of Step A in 60 ml of methanol in the presence of 3 g of Raney nickel for 2 hours and the mixture was then filtered. The filtrate was evaporated to dryness and the residue was crystallized from isopropyl ether to obtain 1.328 g of 12-[3'-(4-chlorobenzoyl)-2'-methyl-phenyl]-dodecanoic acid melting at 79° C.

Workup

  1. filtrationthe mixture was then filtered
  2. customThe filtrate was evaporated to dryness
  3. customthe residue was crystallized from isopropyl ether

Sources & evidence

ORD record
ord-18ae165258ce438290e7d0f96d5fc2ac
Source dataset
uspto-grants-1982_06
Patent number
US04337353

Reaction notes

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