Tetrabutylammonium Fluoride → HCID 67044161, compound

HRID 1944465Notes

Reaction equation

HRID 1944465 reaction equation
[Si]([O:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[S:16]([C:19]1[CH:20]=[N:21][CH:22]=[N:23][CH:24]=1)(=[O:18])=[O:17])(C(C)(C)C)(C)C.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>O1CCCC1.C(OCC)(=O)C>[N:21]1[CH:20]=[C:19]([S:16]([C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[CH2:9][OH:8])(=[O:17])=[O:18])[CH:24]=[N:23][CH:22]=1

Participants

5

Reactant 2

HCID 2724141Tetrabutylammonium FluorideHCID 67044923HCID 67044923, compound

Product 1

HCID 67044161HCID 67044161, compound

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolvent2×HCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 5-[2-(tert-butyl-dimethylsilanyloxymethyl)benzenesulfonyl]pyrimidine (2.1 g) and tetrahydrofuran (2.0 mL) was treated with 1.0 M solution of tetrabutylammonium fluoride in tetrahydrofuran (7.5 mL), and the resulting mixture was stirred at room temperature for 30 minutes. The reaction mixture was diluted with ethyl acetate, washed with saturated aqueous sodium chloride solution and dried over magnesium sulfate. The solvent was removed under reduced pressure to afford the title compound a pale brown solid (0.64 g).

Workup

  1. washwashed with saturated aqueous sodium chloride solution
  2. dry with materialdried over magnesium sulfate
  3. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-26e9ef7ef157458b893c1c2f5eeba29d
Source dataset
uspto-grants-2013_03
Patent number
US08394836B2

Reaction notes

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