1-(2-Tert-butyl-5-methylphenyloxy)-2-butanol → 1-(2-Tert-butyl-5-methylcyclohexyloxy)-2-butanol

HRID 1613547Notes

Reaction equation

HRID 1613547 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([CH3:11])=[CH:7][C:6]=1[O:12][CH2:13][CH:14]([OH:17])[CH2:15][CH3:16])([CH3:4])([CH3:3])[CH3:2].C(C1C=CC=CC=1OCC(O)CC)(C)(C)C>[Pd]>[C:1]([CH:5]1[CH2:10][CH2:9][CH:8]([CH3:11])[CH2:7][CH:6]1[O:12][CH2:13][CH:14]([OH:17])[CH2:15][CH3:16])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 197740561-(2-Tert-butyl-5-methylphenyloxy)-2-butanolHCID 197740621-(2-tert-Butylphenoxy)butan-2-ol

Product 1

HCID 197740611-(2-Tert-butyl-5-methylcyclohexyloxy)-2-butanolYield 63%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

The synthesis was carried out in the same manner as described in Example 3b, except that 50 g (0.21 mol) of 1-(2-tert-butyl-5-methylphenyloxy)-2-butanol were used instead of 50 g (0.23 mol) of 1-(2-tert-butylphenyloxy)-2-butanol and the amount of the same palladium catalyst was increased to 2.5 g to effect the reaction for 4 hours, to obtain 32 g of 1-(2-tert-butyl-5-methylcyclohexyloxy)-2-butanol (bp. 139° to 140° C./3.5 mm Hg) in a 63% yield.

Workup

  1. customthe reaction for 4 hours

Sources & evidence

ORD record
ord-7abe08cd101b4a948dbe3654e8927ef9
Source dataset
uspto-grants-1993_03
Patent number
US05194423

Reaction notes

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