Tetrabutylammonium Fluoride → HCID 68289255, compound

HRID 1618894Notes

Reaction equation

HRID 1618894 reaction equation
[F:1][C:2]([F:28])([F:27])[C:3]([C:10]1[CH:26]=[CH:25][CH:24]=[CH:23][C:11]=1[O:12][C:13]1[CH:14]=[N:15][C:16]2[C:21]([CH:22]=1)=[CH:20][CH:19]=[CH:18][CH:17]=2)([CH3:9])[O:4][Si](C)(C)C.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>O1CCCC1>[F:28][C:2]([F:1])([F:27])[C:3]([C:10]1[CH:26]=[CH:25][CH:24]=[CH:23][C:11]=1[O:12][C:13]1[CH:14]=[N:15][C:16]2[C:21]([CH:22]=1)=[CH:20][CH:19]=[CH:18][CH:17]=2)([OH:4])[CH3:9]

Participants

4

Reactant 2

HCID 2724141Tetrabutylammonium FluorideHCID 70968090HCID 70968090, compound

Product 1

HCID 68289255HCID 68289255, compoundYield 78.7%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

After 0.17 g of 3-[2-(2,2,2-trifluoro-1-methyl-1-trimethylsilanyloxy-ethyl)-phenoxy]-quinoline was dissolved in 1.5 ml of tetrahydrofuran, 1 ml of tetrabutylammonium fluoride (1.0 M tetrahydrofuran solution) was added and the mixture was stirred for 16 hours. The reaction mixture was concentrated and then purified by silica gel column chromatography to obtain 0.11 g of 1,1,1-trifluoro-2-[2-(quinolin-3-yloxy)-phenyl]-propan-2-ol (Compound Number 29).

Workup

  1. concentrationThe reaction mixture was concentrated
  2. custompurified by silica gel column chromatography

Sources & evidence

ORD record
ord-42b2f64301244cc9bfb928d149732287
Source dataset
uspto-grants-2014_07
Patent number
US08772200B2

Reaction notes

Loading…