Tetrabutylammonium Fluoride → (3-pyrrolidin-1-ylphenyl)methanol

HRID 406388Notes

Reaction equation

HRID 406388 reaction equation
[F-].C([N+](CCCC)(CCCC)CCCC)CCC.[Si]([O:26][CH2:27][C:28]1[CH:29]=[C:30]([N:34]2[CH2:38][CH2:37][CH2:36][CH2:35]2)[CH:31]=[CH:32][CH:33]=1)(C(C)(C)C)(C)C>C1COCC1>[N:34]1([C:30]2[CH:29]=[C:28]([CH2:27][OH:26])[CH:33]=[CH:32][CH:31]=2)[CH2:38][CH2:37][CH2:36][CH2:35]1

Participants

4

Reactant 2

HCID 2724141Tetrabutylammonium FluorideHCID 66618917HCID 66618917, compound

Product 1

HCID 7162062(3-pyrrolidin-1-ylphenyl)methanol

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Tetrabutylammonium fluoride (1.0 M solution in THF, 3.8 ml) was added to a solution of 1-[3-(tert-butyldimethylsilyloxymethyl)phenyl]pyrrolidine in THF (20 ml) and the mixture was stirred at room temperature for 3.5 hours. The reaction mixture was concentrated under reduced pressure and the residue was purified by silica gel column chromatography to obtain the title compound (557 mg).

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-64db9458e0cf4711a293e8a8f1c1930e
Source dataset
uspto-grants-2014_06
Patent number
US08754100B2

Reaction notes

Loading…