Tetrabutylammonium Fluoride → HCID 59160971, compound

HRID 1873576Notes

Reaction equation

HRID 1873576 reaction equation
[C:1]([O:4][CH2:5][CH2:6][CH2:7][N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][O:15][Si](C(C)(C)C)(C2C=CC=CC=2)C2C=CC=CC=2)[CH2:10][CH2:9]1)(=[O:3])[CH3:2].[F-].C([N+](CCCC)(CCCC)CCCC)CCC>C1COCC1>[C:1]([O:4][CH2:5][CH2:6][CH2:7][N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][OH:15])[CH2:10][CH2:9]1)(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 2724141Tetrabutylammonium FluorideHCID 59161013HCID 59161013, compound

Product 1

HCID 59160971HCID 59160971, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

6.38 g (14.06 mmol) of the crude product from Example 26A are dissolved in 108 ml of dry THF, and 4.04 g (15.47 mmol) of tetra-n-butylammonium fluoride are added. The reaction mixture is stirred at RT for 48 h. After removal of the solvent the residue is directly purified chromatographically on silica gel 60 (mobile phase: gradient dichloromethane/ethanol 20:1→1:1).

Workup

  1. customAfter removal of the solvent the residue
  2. customis directly purified chromatographically on silica gel 60 (mobile phase: gradient dichloromethane/ethanol 20:1→1:1)

Sources & evidence

ORD record
ord-523dfce1c8c341e98249297d102814d5
Source dataset
uspto-grants-2012_11
Patent number
US08304412B2

Reaction notes

Loading…