Tetrabutylammonium Fluoride → HCID 11292410, compound

HRID 2120488Notes

Reaction equation

[Si]([O:8][CH2:9][C:10]1[CH:11]=[C:12]([CH:32]=[CH:33][C:34]=1[CH2:35][O:36][Si](C(C)(C)C)(C)C)[O:13][CH2:14][C:15]1[CH:16]=[C:17](/[C:21](/[CH3:31])=[CH:22]/[CH:23]=[CH:24]/[C:25]([CH2:29][CH3:30])([OH:28])[CH2:26][CH3:27])[CH:18]=[CH:19][CH:20]=1)(C(C)(C)C)(C)C.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>>[OH:8][CH2:9][C:10]1[CH:11]=[C:12]([CH:32]=[CH:33][C:34]=1[CH2:35][OH:36])[O:13][CH2:14][C:15]1[CH:16]=[C:17](/[C:21](/[CH3:31])=[CH:22]/[CH:23]=[CH:24]/[C:25]([CH2:26][CH3:27])([OH:28])[CH2:29][CH3:30])[CH:18]=[CH:19][CH:20]=1

Participants

Reactant 2

HCID 2724141Tetrabutylammonium Fluoride

HCID 23439695HCID 23439695, compound

Product 1

HCID 11292410HCID 11292410, compound

Procedure

In a manner similar to Example 57(c) by reacting 520 mg (0.83 mmol) of (4E,6E)-7-{3-[3,4-bis-(tert-butyldimethylsilanyloxymethyl)phenoxymethyl]-phenyl}-3-ethylocta-4,6-dien-3-ol with 2.5 ml of a tetrabutylammonium fluoride solution (1N in THF), a colourless oil is obtained (m=164 mg; Y=50%).

Workup

customa colourless oil is obtained (m=164 mg; Y=50%)

Sources & evidence

ORD record: ord-ab9a65dd6e4545b2821f9439ecd0c16c
Source dataset: uspto-grants-2004_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06689922B1

Reaction notes

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