Lithium borohydride → HCID 69685434, compound

HRID 2120482Notes

Reaction equation

[CH2:1]([C:3]([OH:35])([CH2:33][CH3:34])[CH2:4][CH2:5][CH2:6][CH2:7]/[CH:8]=[C:9](/[C:11]1[CH:12]=[C:13]([CH:30]=[CH:31][CH:32]=1)[O:14][CH2:15][C:16]1[CH:17]=[C:18]([C:26](OC)=[O:27])[C:19](=[CH:24][CH:25]=1)[C:20](OC)=[O:21])\[CH3:10])[CH3:2].[BH4-].[Li+]>>[OH:27][CH2:26][C:18]1[CH:17]=[C:16]([CH:25]=[CH:24][C:19]=1[CH2:20][OH:21])[CH2:15][O:14][C:13]1[CH:12]=[C:11](/[C:9](/[CH3:10])=[CH:8]/[CH2:7][CH2:6][CH2:5][CH2:4][C:3]([CH2:1][CH3:2])([OH:35])[CH2:33][CH3:34])[CH:32]=[CH:31][CH:30]=1

Participants

Reactant 2

HCID 4148881Lithium borohydride

HCID 23439941HCID 23439941, compound

Product 1

HCID 69685434HCID 69685434, compound

Procedure

In a manner similar to Example 53(e), by reacting 397 mg (0.85 mmol) of dimethyl 4-[3-((E)-7-ethyl-7-hydroxy-1-methylnon-1-enyl)phenoxymethyl]phthalate (prepared in a manner similar to Examples 72(a-c)) with 55 mg (2.5 mmol) of lithium borohydride, a colourless oil is obtained (m=323 mg; Y=92%).

Workup

customa colourless oil is obtained (m=323 mg; Y=92%)

Sources & evidence

ORD record: ord-5107c92ceae84288bb57d26c4648280a
Source dataset: uspto-grants-2004_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06689922B1

Reaction notes

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