Tetrabutylammonium Fluoride → HCID 12049570, compound

HRID 1836309Notes

Reaction equation

HRID 1836309 reaction equation
[O:1]([CH2:19][C:20]([CH:23]1[CH2:32][CH:31]([O:33][CH2:34][CH3:35])[C:30]2[C:25](=[CH:26][CH:27]=[C:28]([N+:36]([O-:38])=[O:37])[CH:29]=2)[NH:24]1)([CH3:22])[CH3:21])[Si](C(C)(C)C)(C1C=CC=CC=1)C1C=CC=CC=1.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>O1CCCC1>[CH2:34]([O:33][CH:31]1[C:30]2[C:25](=[CH:26][CH:27]=[C:28]([N+:36]([O-:38])=[O:37])[CH:29]=2)[NH:24][CH:23]([C:20]([CH3:21])([CH3:22])[CH2:19][OH:1])[CH2:32]1)[CH3:35]

Participants

4

Reactant 2

HCID 2724141Tetrabutylammonium FluorideHCID 10280152HCID 10280152, compound

Product 1

HCID 12049570HCID 12049570, compoundYield 74.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

The compound of Example 1 (34 mg) was dissolved in 1.0 ml of tetrahydrofuran, and 1.2 ml of a 1M tetrahydrofuran solution of tetrabutylammonium fluoride was added at 0° C. After overnight stirring at room temperature, the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (elution solvent; hexane:ethyl acetate=3:1−1:1−1:2) to obtain 14 mg of the title compound. Its physical properties are shown below.

Workup

  1. distillationthe solvent was distilled off under reduced pressure
  2. customThe residue was purified by silica gel column chromatography (elution solvent; hexane:ethyl acetate=3:1−1:1−1:2)

Sources & evidence

ORD record
ord-6f43a409dab44c4b8ed0315341bd3bfd
Source dataset
uspto-grants-2004_08
Patent number
US06777427B2

Reaction notes

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