Tetrabutylammonium Fluoride Trihydrate → HCID 131720857, compound

HRID 398768Notes

Reaction equation

HRID 398768 reaction equation
[CH2:1]([O:3][P:4](/[CH:9]=[CH:10]/[CH:11]=[CH:12][O:13][Si](C(C)(C)C)(C1C=CC=CC=1)C1C=CC=CC=1)(=[O:8])[O:5][CH2:6][CH3:7])[CH3:2].O.O.O.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>O1CCCC1>[CH2:6]([O:5][P:4](/[CH:9]=[CH:10]/[CH:11]=[CH:12][OH:13])(=[O:8])[O:3][CH2:1][CH3:2])[CH3:7]

Participants

4

Reactant 2

HCID 11726816Tetrabutylammonium Fluoride TrihydrateHCID 88048796HCID 88048796, compound

Product 1

HCID 131720857HCID 131720857, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
20 °C

Procedure

A mixture of E-4-t-butyldiphenylsilyloxy-1,3-butadienyl phosphonic diethyl ester (11 g, 26.4 mmol) and tetrabutylammonium fluoride trihydrate (10 g, 31 mmol) in tetrahydrofuran (100 ml) is stirred 2 hours at 20° C. The reaction mixture is concentrated in vacuo, diluted with ethyl acetate and washed with brine. The title product is obtained by flash chromatography on silica gel (4.6 g, 80%).

Workup

  1. concentrationThe reaction mixture is concentrated in vacuo
  2. additiondiluted with ethyl acetate
  3. washwashed with brine

Sources & evidence

ORD record
ord-a26d40f1b02d405fadc058a7e9c3b9c7
Source dataset
uspto-grants-1998_10
Patent number
US05817647

Reaction notes

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