Propylene Oxide → 4-tert-Butylcyclohexanol

HRID 1613545Notes

Reaction equation

HRID 1613545 reaction equation
[C:1]([CH:5]1[CH2:10][CH2:9][CH:8]([OH:11])[CH2:7][CH2:6]1)([CH3:4])([CH3:3])[CH3:2].[C:12]([CH:16]1[CH2:21][CH2:20][CH2:19][CH2:18][CH:17]1O)([CH3:15])([CH3:14])[CH3:13].[CH2:23]1[O:26][CH:24]1[CH3:25]>>[C:1]([CH:5]1[CH2:6][CH2:7][CH:8]([OH:11])[CH2:9][CH2:10]1)([CH3:4])([CH3:2])[CH3:3].[C:12]([CH:16]1[CH2:21][CH2:20][CH:19]([O:11][CH2:8][C:24]([CH3:23])([OH:26])[CH3:25])[CH2:18][CH2:17]1)([CH3:15])([CH3:14])[CH3:13]

Participants

5

Reactant 3

HCID 6378Propylene OxideHCID 73914-tert-ButylcyclohexanolHCID 260682-tert-Butylcyclohexanol

Product 2

HCID 73914-tert-ButylcyclohexanolHCID 197740601-(4-Tert-butylcyclohexyloxy)-2-methyl-2-propanol

Procedure

The synthesis was carried out in the same manner as described in Example 1, except that 20.0 g (0.128 mol) of 4-tert-butylcyclohexanol (cis:trans=4:6) and 8.8 g (0.128 mol) of 2-methylpropionoxide were used instead of 30.0 g (0.192 mol) of 2-tert-butylcyclohexanol (cis:trans=8:2) and 11.1 g (0.192 mol) of propyleneoxide. 6.2 g of 4-tert-butylcyclohexanol and 14.6 g of 1-(4-tert-butylcyclohexyloxy)-2-methyl-2-propanol (cis:trans=4:6) were obtained in a 50% yield.

Sources & evidence

ORD record
ord-ca4d64ed8508407e8d3b0834ab9985ad
Source dataset
uspto-grants-1993_03
Patent number
US05194423

Reaction notes

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