Propylene Oxide → 2-Isopropylcyclohexan-1-ol

HRID 1613548Notes

Reaction equation

HRID 1613548 reaction equation
[CH:1]([CH:4]1[CH2:9][CH2:8][CH2:7][CH2:6][CH:5]1[OH:10])([CH3:3])[CH3:2].[CH2:11]1[O:15][CH:12]1[CH2:13][CH3:14].[C:16]([CH:20]1[CH2:25][CH2:24][CH2:23][CH2:22][CH:21]1[OH:26])([CH3:19])([CH3:18])C.C1OC1C>>[CH:1]([CH:4]1[CH2:9][CH2:8][CH2:7][CH2:6][CH:5]1[OH:10])([CH3:3])[CH3:2].[CH:16]([CH:20]1[CH2:25][CH2:24][CH2:23][CH2:22][CH:21]1[O:26][CH2:11][CH:12]([OH:15])[CH2:13][CH3:14])([CH3:18])[CH3:19]

Participants

6

Reactant 4

HCID 6378Propylene OxideHCID 78341,2-EpoxybutaneHCID 260682-tert-ButylcyclohexanolHCID 953312-Isopropylcyclohexan-1-ol

Product 2

HCID 953312-Isopropylcyclohexan-1-olHCID 197740661-(2-Isopropylcyclohexyloxy)-2-butanol

Procedure

The synthesis was carried out in the same manner as described in Example 1, except that 20.0 g (0.141 mol) of 2-isopropylcyclohexanol (cis:trans=6:4) and 10.1 g (0.141 mol) of 1,2-butyleneoxide 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. 6.5 g of 2-isopropylcyclohexanol and 16.6 g of 1-(2-isopropylcyclohexyloxy)-2-butanol (cis:trans=6:4) were obtained in a 55% yield.

Sources & evidence

ORD record
ord-2e7b5d8173444c7da53deafd40610bef
Source dataset
uspto-grants-1993_03
Patent number
US05194423

Reaction notes

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