Sodium borohydride → Methyl (7E)-8-{2-[(4-cyclohexylbenzyl)oxy]phenyl}-6-hydroxy-7-octenoate

HRID 2243296Notes

Reaction equation

HRID 2243296 reaction equation
[CH:1]1([C:7]2[CH:32]=[CH:31][C:10]([CH2:11][O:12][C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=3/[CH:19]=[CH:20]/[C:21](=[O:30])[CH2:22][CH2:23][CH2:24][CH2:25][C:26]([O:28][CH3:29])=[O:27])=[CH:9][CH:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[BH4-].[Na+]>>[CH:1]1([C:7]2[CH:32]=[CH:31][C:10]([CH2:11][O:12][C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=3/[CH:19]=[CH:20]/[CH:21]([OH:30])[CH2:22][CH2:23][CH2:24][CH2:25][C:26]([O:28][CH3:29])=[O:27])=[CH:9][CH:8]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

3

Reactant 2

HCID 4311764Sodium borohydrideHCID 59210853Methyl (7E)-8-{2-[(4-cyclohexylbenzyl)oxy]phenyl}-6-oxo-7-octenoate2×

Product 1

HCID 59210700Methyl (7E)-8-{2-[(4-cyclohexylbenzyl)oxy]phenyl}-6-hydroxy-7-octenoateYield 92.2%

Procedure

Methyl (7E)-8-{2-[(4-cyclohexylbenzyl)oxy]phenyl}-6-oxo-7-octenoate from Ex. XIII was converted analogously to Ex. XIId using sodium borohydride into the corresponding alcohol. The yield was 92.2%.

Sources & evidence

ORD record
ord-fbdb5c8ff8664a6ebd0264e99362c5a0
Source dataset
uspto-grants-2010_03
Patent number
US07674825B2

Reaction notes

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