Lithium borohydride → HCID 11165393, compound
Reaction equation
[CH2:1]([C:3]([OH:33])([CH2:31][CH3:32])/[CH:4]=[CH:5]/[CH:6]=[C: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](/[C:7](/[CH3:8])=[CH:6]\[CH:5]=[CH:4]\[C:3]([CH2:31][CH3:32])([OH:33])[CH2:1][CH3:2])[CH:30]=[CH:29][CH:28]=1Participants
3
Procedure
In a manner similar to Example 53(e), by reacting 106 mg (0.23 mmol) of dimethyl 4-[3-((1Z,3E)-5-ethyl-5-hydroxy-1-methylhepta-1,3-dienyl)phenoxymethyl]phthalate with 20 mg (0.94 mmol) of lithium borohydride, a colourless oil is obtained (m=50 mg; Y=55%).
Workup
- customa colourless oil is obtained (m=50 mg; Y=55%)
Sources & evidence
- ORD record
- ord-864a5c5690084cefa5922b9e81d22138
- Source dataset
- uspto-grants-2004_02
- Patent number
- US06689922B1
Reaction notes
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