2-Butyloxirane → 1-(2-Tert-butylcyclohexyloxy)-2-hexanol
Reaction equation
[CH3:1][CH2:2][CH2:3][CH2:4][CH:5]1[O:7][CH2:6]1.[C:8]([CH:12]1[CH2:17][CH2:16][CH2:15][CH2:14][CH:13]1[OH:18])([CH3:11])([CH3:10])[CH3:9]>>[C:8]([CH:12]1[CH2:17][CH2:16][CH2:15][CH2:14][CH:13]1[O:18][CH2:6][CH:5]([OH:7])[CH2:4][CH2:3][CH2:2][CH3:1])([CH3:11])([CH3:9])[CH3:10]Participants
3
Procedure
The synthesis was carried out in the same manner as described in Example 1, except that 19.2 g (0.192 mol) of 1,2-hexeneoxide was used instead of 11.1 g (0.192 mol) of propyleneoxide, 12.9 g of 2-tert-butylcyclohexanol and 26.5 g of 1-(2-tert-butylcyclohexyloxy)-2-hexanol (cis:trans=8:2) (bp. 116° to 117° C./1 mm Hg) were obtained in a 54% yield. Then, the cis-trans isomers of 1-(2-tert-butylcyclohexyloxy)-2-hexanol were separated from each other in the same manner as described in Example 1.
Sources & evidence
- ORD record
- ord-20ee9a4ed1584fde9127765423216e68
- Source dataset
- uspto-grants-1993_03
- Patent number
- US05194423
Reaction notes
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