Lithium borohydride → HCID 9844459, compound

HRID 2120473Notes

Reaction equation

[CH2:1]([C:3]([OH:34])([CH2:32][CH3:33])/[CH:4]=[CH:5]/[CH:6]=[C:7](/[C:10]1[CH:11]=[C:12]([CH:29]=[CH:30][CH:31]=1)[O:13][CH2:14][C:15]1[CH:16]=[C:17]([C:25](OC)=[O:26])[C:18](=[CH:23][CH:24]=1)[C:19](OC)=[O:20])\[CH2:8][CH3:9])[CH3:2].[BH4-].[Li+]>>[OH:26][CH2:25][C:17]1[CH:16]=[C:15]([CH:24]=[CH:23][C:18]=1[CH2:19][OH:20])[CH2:14][O:13][C:12]1[CH:11]=[C:10](/[C:7](/[CH2:8][CH3:9])=[CH:6]/[CH:5]=[CH:4]/[C:3]([CH2:32][CH3:33])([OH:34])[CH2:1][CH3:2])[CH:31]=[CH:30][CH:29]=1

Participants

Reactant 2

HCID 4148881Lithium borohydride

HCID 86759341HCID 86759341, compound

Product 1

HCID 9844459HCID 9844459, compound

Procedure

In a manner similar to Example 53(e), by reacting 122 mg (0.26 mmol) of dimethyl 4-[3-((1E,3E)-5-ethyl-5-hydroxy-1-ethylhepta-1,3-dienyl)phenoxymethyl]phthalate (prepared in a manner similar to Examples 65(a-c)) with 17 mg (0.78 mmol) of lithium borohydride, a colourless oil is obtained (m=91 mg; Y=85%).

Workup

customa colourless oil is obtained (m=91 mg; Y=85%)

Sources & evidence

ORD record: ord-3f7036122f704c8bacc8e807f4e50e88
Source dataset: uspto-grants-2004_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06689922B1

Reaction notes

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