Tetrabutylammonium Fluoride → HCID 59263690, compound

HRID 644580Notes

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](/[CH2:47][CH3:48])=[CH:34]/[C:35]#[C:36][C:37]([C:43]([F:46])([F:45])[F:44])([OH:42])[C:38]([F:41])([F:40])[F:39])[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](/[CH2:47][CH3:48])=[CH:34]/[C:35]#[C:36][C:37]([C:38]([F:39])([F:40])[F:41])([OH:42])[C:43]([F:45])([F:46])[F:44])[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 87504064HCID 87504064, compound

Product 1

HCID 59263690HCID 59263690, compound

Procedure

In a manner analogous to example 2m, by reaction of 1 g (1.4 mmol) of (E)-6-(3-{2-[3,4-bis(tert-butyldimethylsilanyloxymethyl)phenyl]ethyl}-phenyl)-1,1,1-trifluoro-2-trifluoromethyloct-5-en-3-yn-2-ol with 3.3 ml (3.3 mmol) of a 1.0 M solution of tetrabutylammonium fluoride. A yellowish solid is obtained (m.p.=123° C.; m=570 mg; Y=84%).

Workup

customA yellowish solid is obtained (m.p.=123° C.; m=570 mg; Y=84%)

Sources & evidence

ORD record: ord-7f8d715be60f44359a68cadb5190adbf
Source dataset: uspto-grants-2010_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07700657B2

Reaction notes

Loading…