Tetrabutylammonium Fluoride → HCID 66706902, compound

HRID 911333Notes

Reaction equation

HRID 911333 reaction equation
C[Si](C)(C)CCOC(=O)NC[C:9]1[CH:10]=[CH:11][C:12]2[O:16][C:15]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)=[N:14][C:13]=2[CH:23]=1.[F-].[CH2:28]([N+:32](CCCC)(CCCC)CCCC)CCC>C1COCC1>[CH3:28][NH:32][C:9]1[CH:10]=[CH:11][C:12]2[O:16][C:15]([C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=3)=[N:14][C:13]=2[CH:23]=1

Participants

4

Reactant 2

HCID 2724141Tetrabutylammonium FluorideHCID 57656099HCID 57656099, compound

Product 1

HCID 66706902HCID 66706902, compoundYield 27%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

Dissolve (2-phenyl-benzoxazol-5-yl-methyl)-carbamic acid 2-trimethylsilanyl-ethyl ester (0.4, 0.99 mmol) in anhydrous THF (5 mL) and treat with 1M tetrabutylammonium fluoride in THF (1.5 mL, 1.54 mmol). Heat the mixture at reflux for 30 min evaporate the solvent and purify by SCX chromatography to obtain the title compound as a yellow oil (0.1 g, 27%).

Workup

  1. temperatureHeat the mixture
  2. temperatureat reflux for 30 min
  3. customevaporate the solvent
  4. custompurify by SCX chromatography

Sources & evidence

ORD record
ord-3b7f3c3e12154811ab2339283b51783e
Source dataset
uspto-grants-2011_09
Patent number
US08022062B2

Reaction notes

Loading…