Tetrahydrofuran → HCID 86587034, compound

HRID 398764Notes

Reaction equation

HRID 398764 reaction equation
[CH2:1]([O:3][P:4](/[CH:9]=[CH:10]/[C:11](=[CH2:22])[CH2:12][CH2:13][O:14][Si](C(C)(C)C)(C)C)(=[O:8])[O:5][CH2:6][CH3:7])[CH3:2].[F-].C([N+](CCCC)(CCCC)CCCC)CCC.O1CCCC1>>[CH2:6]([O:5][P:4](/[CH:9]=[CH:10]/[C:11](=[CH2:22])[CH2:12][CH2:13][OH:14])(=[O:8])[O:3][CH2:1][CH3:2])[CH3:7]

Participants

4

Reactant 3

HCID 8028TetrahydrofuranHCID 2724141Tetrabutylammonium FluorideHCID 88048995HCID 88048995, compound

Product 1

HCID 86587034HCID 86587034, compound

Conditions

Temperature
20 °C

Procedure

A mixture of E-5-t-butyldimethylsilyloxy-3-methylidene-1-pentenyl-phosphonic acid diethyl ester (1.7 g, 4.86 mmol) and 1M tetrabutylammonium fluoride in tetrahydrofuran (8 ml, 8 mmol) is stirred 2 hours at 20° C. Then the reaction mixture is concentrated in vacuo and the title product is purified by flash chromatography on silica gel (1.1 g, 94%).

Workup

  1. concentrationThen the reaction mixture is concentrated in vacuo
  2. customthe title product is purified by flash chromatography on silica gel (1.1 g, 94%)

Sources & evidence

ORD record
ord-10cd7258832448c48698acf146a30b76
Source dataset
uspto-grants-1998_10
Patent number
US05817647

Reaction notes

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