Potassium hydroxide methanol → (-)-(2S,3R)-2,3-epoxy-8-methyl-1-nonanol

HRID 249240Notes

Reaction equation

HRID 249240 reaction equation
C([O:10][CH2:11][C@@H:12]1[O:21][C@@H:13]1[CH2:14][CH2:15][CH2:16][CH2:17][CH:18]([CH3:20])[CH3:19])(=O)CCCCCCC.[OH-].[K+].CO>>[O:21]1[C@H:13]([CH2:14][CH2:15][CH2:16][CH2:17][CH:18]([CH3:20])[CH3:19])[C@@H:12]1[CH2:11][OH:10]

Participants

3

Reactant 2

HCID 23689386Potassium hydroxide methanolHCID 86746866(-)-(2S, 3R)-1-capryloxy-2,3-epoxy-8-methylnonane

Product 1

HCID 14102158(-)-(2S,3R)-2,3-epoxy-8-methyl-1-nonanolYield 97.2%

Procedure

4.1 g of (-)-(2S, 3R)-1-capryloxy-2,3-epoxy-8-methylnonane was hydrolyzed with potassium hydroxide/methanol to yield 2.3 g of (-)-(2S, 3R)-2,3-epoxy-8-methyl-1-nonanol.

Sources & evidence

ORD record
ord-690be5e88e4148e1bd15b2bfe09f3920
Source dataset
uspto-grants-1993_05
Patent number
US05213975

Reaction notes

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