Tetrabutylammonium Fluoride → HCID 178511310, compound

HRID 1601461Notes

Reaction equation

HRID 1601461 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, 1.0 M 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-dc1e4fb92d72414eaf60f6d13ca5bf76
Source dataset
uspto-grants-1999_11
Patent number
US05977154

Reaction notes

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