Tetrabutylammonium Fluoride → HCID 178511310, compound

HRID 1585791Notes

Reaction equation

HRID 1585791 reaction equation
C[Si](C)(C(C)(C)C)[O:3][C@@H:4]([CH2:16][NH2:17])[CH2:5][O:6][C:7]1[C:15]2[NH:14][CH:13]=[N:12][C:11]=2[CH:10]=[CH:9][CH:8]=1.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>C1COCC1>[OH:3][C@@H:4]([CH2:16][NH2:17])[CH2:5][O:6][C:7]1[C:15]2[NH:14][CH:13]=[N:12][C:11]=2[CH:10]=[CH:9][CH:8]=1

Participants

4

Reactant 2

HCID 2724141Tetrabutylammonium FluorideHCID 178455392HCID 178455392, compound

Product 1

HCID 178511310HCID 178511310, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

(S)-4-[2-(Dimethyl tert-butylsilyl)oxy-3-aminopropoxy]benzimidazole (10 mg, 31 mmol) was dissolved in THF (1 mL) and the mixture cooled to 0° C. Tetrabutylammonium fluoride (1 mL, 1.0M solution in THF) was added. The reaction stirred at this temperature for 4 hours. The reaction was quenched by addition of water. Evaporation of the aqueous layer provided the desired alcohol. NMR. MS.

Workup

  1. customThe reaction was quenched by addition of water
  2. customEvaporation of the aqueous layer

Sources & evidence

ORD record
ord-065b94a0759146d8b41632a6234315b3
Source dataset
uspto-grants-1999_08
Patent number
US05939443

Reaction notes

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