Diethyl chlorophosphate → 2-Diethylphosphonothiophene

HRID 2185131Notes

Reaction equation

HRID 2185131 reaction equation
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[Li].[P:7](Cl)([O:12][CH2:13][CH3:14])([O:9][CH2:10][CH3:11])=[O:8]>C1COCC1>[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[P:7]([O:12][CH2:13][CH3:14])(=[O:8])[O:9][CH2:10][CH3:11]

Participants

4

Reactant 2

HCID 13139Diethyl chlorophosphateHCID 178418439HCID 178418439, compound

Product 1

HCID 42543912-Diethylphosphonothiophene

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 1.0 mmol 2-thienyl lithium in THF was treated with 1.0 mmol diethyl chlorophosphate at −78° C. for 1 h. Extraction and chromatography gave diethyl 2-thiophenephosphonate as a clear oil.

Workup

  1. extractionExtraction and chromatography

Sources & evidence

ORD record
ord-c7c3684b93764c40a9ec2ac5319ec99e
Source dataset
uspto-grants-2002_06
Patent number
US06399782B1

Reaction notes

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