Tetrabutylammonium Fluoride → HCID 18950583, compound

HRID 2399490Notes

Reaction equation

HRID 2399490 reaction equation
[Si]([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][N:16]2[C:20]3=[N:21][C:22]([CH3:26])=[CH:23][C:24]([CH3:25])=[C:19]3[N:18]=[C:17]2[CH2:27][CH3:28])=[CH:11][C:10]=1[Cl:29])(C(C)(C)C)(C)C.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>C1COCC1>[Cl:29][C:10]1[CH:11]=[C:12]([CH2:15][N:16]2[C:20]3=[N:21][C:22]([CH3:26])=[CH:23][C:24]([CH3:25])=[C:19]3[N:18]=[C:17]2[CH2:27][CH3:28])[CH:13]=[CH:14][C:9]=1[OH:8]

Participants

4

Reactant 2

HCID 2724141Tetrabutylammonium FluorideHCID 19385593HCID 19385593, compound

Product 1

HCID 18950583HCID 18950583, compoundYield 90.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a solution of 0.294 g (0.661 mmol) of the product of Step D dissolved in 4 mL of THF was added 0.69 mL (0.69 mmol) of a 1.0M solution of tetra-n-butylammonium fluoride in THF, and the reaction mixture was stirred 2 hours at room temperature. The reaction was then concentrated in vacuo and purified by filtration through a silica gel pad eluted with chloroform. Evaporation of the filtrate and drying in vacuo afforded 0.188 g (87%) of the title compound.

Workup

  1. concentrationThe reaction was then concentrated in vacuo
  2. filtrationpurified by filtration through a silica gel pad
  3. washeluted with chloroform
  4. customEvaporation of the filtrate
  5. customdrying in vacuo

Sources & evidence

ORD record
ord-b8b708927d384c238c80a7e95bba913e
Source dataset
uspto-grants-1995_09
Patent number
US05449682

Reaction notes

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