Methanesulfonic Acid → HCID 20256928, compound

HRID 637377Notes

Reaction equation

HRID 637377 reaction equation
[CH:1]1([CH:6]([CH2:19][CH3:20])[C:7]([C:11]2[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][CH:12]=2)(O)[CH2:8][CH3:9])[CH2:5][CH2:4][CH2:3][CH2:2]1.CS(O)(=O)=O>C(O)(=O)C.[Pd]>[CH:1]1([CH:6]([CH:7]([C:11]2[CH:12]=[CH:13][C:14]([O:17][CH3:18])=[CH:15][CH:16]=2)[CH2:8][CH3:9])[CH2:19][CH3:20])[CH2:2][CH2:3][CH2:4][CH2:5]1

Participants

5

Reactant 2

HCID 6395Methanesulfonic AcidHCID 20256926HCID 20256926, compound

Product 1

HCID 20256928HCID 20256928, compoundYield 86.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

1,1 g (4 mmol) of 4-cyclopentyl-3-(p-methoxyphenyl)-3-hexanol was hydrogenated in an acidic medium for instance in acetic acid in the presence of some drops of methanesulfonic acid by using 10% Pd-C as a catalyst to yield 0.9 g (86%) of the oily product as a mixture of threo and erythro isomers.

Sources & evidence

ORD record
ord-b85b8f39201f40a18e4d58552a6be9f2
Source dataset
uspto-grants-1985_12
Patent number
US04556677

Reaction notes

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