Tetrabutylammonium Fluoride → HCID 86602546, compound

HRID 852425Notes

Reaction equation

HRID 852425 reaction equation
[CH2:1]([O:3][C:4](=[O:28])[C:5]([CH3:27])([O:7][C:8]1[CH:13]=[CH:12][C:11]([O:14][CH2:15][C:16]2([CH2:19][C:20]#[C:21][Si](C)(C)C)[CH2:18][CH2:17]2)=[CH:10][C:9]=1[CH3:26])[CH3:6])[CH3:2].[N+](CCCC)(CCCC)(CCCC)CCCC.[F-]>C1COCC1.O>[CH2:1]([O:3][C:4](=[O:28])[C:5]([CH3:27])([O:7][C:8]1[CH:13]=[CH:12][C:11]([O:14][CH2:15][C:16]2([CH2:19][C:20]#[CH:21])[CH2:18][CH2:17]2)=[CH:10][C:9]=1[CH3:26])[CH3:6])[CH3:2]

Participants

5

Reactant 2

HCID 2724141Tetrabutylammonium FluorideHCID 69459774HCID 69459774, compound

Product 1

HCID 86602546HCID 86602546, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 0.201 (0.50 mmol) 2-methyl-2-{2-methyl-4-[1-(3-trimethylsilanyl-prop-2-ynyl)-cyclopropylmethoxy]-phenoxy}-propionic acid ethyl ester in 5 ml THF were treated at 0° C. with 0.55 ml (1 M solution in THF, 0.55 mmol) of n-Bu4NF and stirred for 1.5 h at this temperature. The reaction mixture was then diluted with water and extracted with ether (three times). The organic layers were washed with water, dried (Na2SO4) and evaporated to give 0.152 g of the title compound as light yellow oil.

Workup

  1. extractionextracted with ether (three times)
  2. washThe organic layers were washed with water
  3. dry with materialdried (Na2SO4)
  4. customevaporated

Sources & evidence

ORD record
ord-ab81b0e80cc74afea7155ca7bcf8b57b
Source dataset
uspto-grants-2007_08
Patent number
US07253192B2

Reaction notes

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