HCID 10899886, compound → 3-(3-Methoxy-3-methylbutyl)-5-methylcyclohexanol

HRID 2247804Notes

Reaction equation

HRID 2247804 reaction equation
[CH3:1][O:2][C:3]([CH3:15])([CH3:14])[CH2:4][CH2:5][CH:6]1[CH2:11][C:10]([CH3:12])=[CH:9][C:8](=[O:13])[CH2:7]1>CC(O)C.[Ni]>[CH3:1][O:2][C:3]([CH3:14])([CH3:15])[CH2:4][CH2:5][CH:6]1[CH2:11][CH:10]([CH3:12])[CH2:9][CH:8]([OH:13])[CH2:7]1

Participants

4

Reactant 1

HCID 10899886HCID 10899886, compound

Product 1

HCID 147939953-(3-Methoxy-3-methylbutyl)-5-methylcyclohexanolYield 75.8%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 3776IsopropanolSolvent

Procedure

A mixture of 3-(3-methoxy-3-methylbut-1-yl)-5-methylcyclohex-5-en-1-one (1.0 g, 0.0048 mol) in 2-propanol (40 mL) and Raney nickel (about 0.1 g) was shaken under hydrogen (37 psi) at 25~C. for 16 hours. Subsequent workup yielded 3-(3-methoxy-3-methylbut-1-yl)-5-methylcyclohexan-1-ol (0.78 g) as a mixture of four diastereoisomers (ratio 8.1:20.6:57.8:7.8).

Sources & evidence

ORD record
ord-43388908c4dd4309982744d19d995f11
Source dataset
uspto-grants-1991_08
Patent number
US05037802

Reaction notes

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