Methanol → HCID 10893325, compound
Reaction equation
[CH2:1]([CH:9]1[O:11][CH:10]1[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][C:19]([O:21][CH3:22])=[O:20])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].[CH3:23][OH:24]>>[OH:11][CH:9]([CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8])[CH:10]([O:24][CH3:23])[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][C:19]([O:21][CH3:22])=[O:20]Participants
3
Reactant 2
Product 1
Procedure
The methyl 8-(3-octyloxiran-2-yl)octanoate (2) (4.8 g; 0.015 mol), Amberlyst 15 (0.05 g) and methanol in excess (100 mL) were placed under reflux for 12 hours. The reaction mixture was filtered and the methanol removed using a rotary evaporator. The reaction mixture was dissolved in dichloromethane (100 mL) and washed with water (3×50 mL). The dichloromethane solution was separated and evaporated to obtain the intermediate compound 3.
Workup
- temperatureunder reflux for 12 hours
- filtrationThe reaction mixture was filtered
- customthe methanol removed
- customa rotary evaporator
- dissolutionThe reaction mixture was dissolved in dichloromethane (100 mL)
- washwashed with water (3×50 mL)
- customThe dichloromethane solution was separated
- customevaporated
Sources & evidence
- ORD record
- ord-63b76da5d46d458780dd1683e0c6a92a
- Source dataset
- uspto-grants-2015_09
- Patent number
- US09133305B2
Reaction notes
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