Tetrabutylammonium Fluoride → HCID 131718005, compound

HRID 1588446Notes

Reaction equation

HRID 1588446 reaction equation
[F-].C([N+](CCCC)(CCCC)CCCC)CCC.[O:19]([CH:27]([C:54]([F:59])([F:58])[CH2:55][CH2:56][CH3:57])[CH2:28][CH2:29][CH2:30][C@H:31]1[C@H:35]([OH:36])[CH2:34][C@H:33]([O:37][CH:38]2[CH2:43][CH2:42][CH2:41][CH2:40][O:39]2)[C@@H:32]1[CH2:44]/[CH:45]=[CH:46]\[CH2:47][CH2:48][CH2:49][C:50]([O:52][CH3:53])=[O:51])[Si](C(C)(C)C)(C)C>C1COCC1>[OH:19][CH:27]([C:54]([F:59])([F:58])[CH2:55][CH2:56][CH3:57])[CH2:28][CH2:29][CH2:30][C@H:31]1[C@H:35]([OH:36])[CH2:34][C@H:33]([O:37][CH:38]2[CH2:43][CH2:42][CH2:41][CH2:40][O:39]2)[C@@H:32]1[CH2:44]/[CH:45]=[CH:46]\[CH2:47][CH2:48][CH2:49][C:50]([O:52][CH3:53])=[O:51]

Participants

4

Reactant 2

HCID 2724141Tetrabutylammonium FluorideHCID 131718003HCID 131718003, compound

Product 1

HCID 131718005HCID 131718005, compoundYield 72%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Tetrabutylammonium fluoride (1.0M in THF, 3.95 ml) was added to a solution of the monoalcohol (40) (0.479 g) in THF and the mixture was stirred overnight at room temperature. The crude product obtained after the usual work-up was subjected to silicagel column chromatography to give the diol (41).

Workup

  1. customThe crude product obtained after the usual work-up

Sources & evidence

ORD record
ord-d60c88ed5a7f422784581442e62bf97f
Source dataset
uspto-grants-1993_06
Patent number
US05221799

Reaction notes

Loading…