Lithium borohydride → HCID 11292468, compound

HRID 2120475Notes

Reaction equation

[CH2:1]([C:3]([OH:33])([CH2:31][CH3:32])/[CH:4]=[CH:5]/[CH2:6][CH:7]([C:9]1[CH:10]=[C:11]([CH:28]=[CH:29][CH:30]=1)[O:12][CH2:13][C:14]1[CH:15]=[C:16]([C:24](OC)=[O:25])[C:17](=[CH:22][CH:23]=1)[C:18](OC)=[O:19])[CH3:8])[CH3:2].[BH4-].[Li+]>>[OH:25][CH2:24][C:16]1[CH:15]=[C:14]([CH:23]=[CH:22][C:17]=1[CH2:18][OH:19])[CH2:13][O:12][C:11]1[CH:10]=[C:9]([CH:7]([CH3:8])[CH2:6]/[CH:5]=[CH:4]/[C:3]([CH2:1][CH3:2])([OH:33])[CH2:31][CH3:32])[CH:30]=[CH:29][CH:28]=1

Participants

Reactant 2

HCID 4148881Lithium borohydride

HCID 23439868HCID 23439868, compound

Product 1

HCID 11292468HCID 11292468, compound

Procedure

In a manner similar to Example 53(e), by treating 63 mg (0.14 mmol) of dimethyl 4-[3-((E)-5-ethyl-5-hydroxy-1-methylhept-3-enyl)phenoxymethyl]phthalate (prepared in a manner similar to Example 70) with 10 mg (0.4 mmol) of lithium borohydride, a colourless oil is obtained (m=54 mg; Y=97%).

Workup

customa colourless oil is obtained (m=54 mg; Y=97%)

Sources & evidence

ORD record: ord-c8d0028c0cc34f90a28c1dafbd85ef0a
Source dataset: uspto-grants-2004_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06689922B1

Reaction notes

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