Tetrabutylammonium Fluoride → HCID 10133522, compound

HRID 2120468Notes

Reaction equation

[Si]([O:8][CH2:9][C:10]1[CH:11]=[C:12]([CH2:25][CH2:26][C:27]2[CH:28]=[C:29](/[C:33](/[CH3:41])=[CH:34]/[CH:35]=[CH:36]/[C:37]([CH3:40])([OH:39])[CH3:38])[CH:30]=[CH:31][CH:32]=2)[CH:13]=[CH:14][C:15]=1[CH2:16][O:17][Si](C(C)(C)C)(C)C)(C(C)(C)C)(C)C.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>>[OH:8][CH2:9][C:10]1[CH:11]=[C:12]([CH2:25][CH2:26][C:27]2[CH:28]=[C:29](/[C:33](/[CH3:41])=[CH:34]/[CH:35]=[CH:36]/[C:37]([CH3:40])([OH:39])[CH3:38])[CH:30]=[CH:31][CH:32]=2)[CH:13]=[CH:14][C:15]=1[CH2:16][OH:17]

Participants

Reactant 2

HCID 2724141Tetrabutylammonium Fluoride

HCID 87950611HCID 87950611, compound

Product 1

HCID 10133522HCID 10133522, compound

Procedure

In a manner similar to Example 59(h), by reacting 410 mg (0.7 mmol) of (3E,5E)-6-{3-[2-(3,4-bis-(tert-butyldimethylsilanyloxymethyl)phenyl)ethyl]-phenyl}-2-methylhepta-3,5-dien-2-ol (prepared in a manner similar to Examples 53(a-g)) with 2 ml (2 mmol) of a tetrabutylammonium fluoride solution (1M in THF), a colourless oil is obtained (m=230 mg; Y=96%).

Workup

customa colourless oil is obtained (m=230 mg; Y=96%)

Sources & evidence

ORD record: ord-7543a3235406459eab35635ea2dfdb04
Source dataset: uspto-grants-2004_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06689922B1

Reaction notes

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