HCID 54209395, compound → HCID 20534483, compound

HRID 1157012Notes

Reaction equation

HRID 1157012 reaction equation
[H][H].[Cl:3][C:4]1[CH:30]=[CH:29][C:7]([C:8]([C:10]2[C:11]([CH3:28])=[C:12]([CH:16]=[CH:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][C:25]([OH:27])=[O:26])[CH:13]=[CH:14][CH:15]=2)=[O:9])=[CH:6][CH:5]=1>C(O)C.[Pt]=O>[Cl:3][C:4]1[CH:5]=[CH:6][C:7]([C:8]([C:10]2[C:11]([CH3:28])=[C:12]([CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][C:25]([OH:27])=[O:26])[CH:13]=[CH:14][CH:15]=2)=[O:9])=[CH:29][CH:30]=1

Participants

5

Reactant 2

HCID 54209395HCID 54209395, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 20534483HCID 20534483, compoundYield 80.3%

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 702EthanolSolvent

Procedure

Hydrogen was passed through a solution of 6.89 g of the acid of Step A in 100 ml of ethanol in the presence of 140 mg of platinum oxide for 45 minutes and the mixture was then filtered. The filtrate was evaporated to dryness and the residue was treated with ether in the presence of activated carbon and was crystallized from a 1:1 isopropyl ether-petroleum ether mixture to obtain 5.56 g of 10-[3'-(4-chlorobenzoyl)-2'-methyl-phenyl]-decanoic acid melting at 74° C.

Workup

  1. filtrationthe mixture was then filtered
  2. customThe filtrate was evaporated to dryness
  3. additionthe residue was treated with ether in the presence of activated carbon
  4. customwas crystallized from a 1:1 isopropyl ether-petroleum ether mixture

Sources & evidence

ORD record
ord-3eac79766a2849dc83765580acba5e23
Source dataset
uspto-grants-1982_06
Patent number
US04337353

Reaction notes

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