Tetrabutylammonium Fluoride → HCID 59161022, compound

HRID 1873572Notes

Reaction equation

HRID 1873572 reaction equation
[C:1]([O:4][CH2:5][C:6]([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:7])(=[O:3])[CH3:2].[F-].C([N+](CCCC)(CCCC)CCCC)CCC>C1COCC1>[C:1]([O:4][CH2:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][OH:15])[CH2:10][CH2:9]1)=[O:7])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 2724141Tetrabutylammonium FluorideHCID 59161011HCID 59161011, compound

Product 1

HCID 59161022HCID 59161022, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

4.04 g (8.91 mmol) of the compound from Example 21A are dissolved in 69 ml of dry THF, and 9.8 ml (9.8 mmol) of a 1 M solution of tetrabutylammonium fluoride in THF are added. The reaction mixture is stirred at RT for 48 h. The solvent is then removed on a rotary evaporator and the residue is purified chromatographically on silica gel 60 (mobile phase: gradient dichloromethane/ethanol 200:1→1:1).

Workup

  1. customThe solvent is then removed on a rotary evaporator
  2. customthe residue is purified chromatographically on silica gel 60 (mobile phase: gradient dichloromethane/ethanol 200:1→1:1)

Sources & evidence

ORD record
ord-fe41c84b3f45464cb02f8b3ba9bb41f2
Source dataset
uspto-grants-2012_11
Patent number
US08304412B2

Reaction notes

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