Diethyl chlorophosphate → HCID 22274954, compound

HRID 1181207Notes

Reaction equation

HRID 1181207 reaction equation
[Cl:1][C:2]1[C:6]([Cl:7])=[CH:5][O:4][C:3]=1[C:8]([OH:10])=[O:9].[Li+].CC([N-]C(C)C)C.[P:19](Cl)([O:24][CH2:25][CH3:26])([O:21][CH2:22][CH3:23])=[O:20]>C(OCC)C>[CH2:22]([O:21][P:19]([C:5]1[O:4][C:3]([C:8]([OH:10])=[O:9])=[C:2]([Cl:1])[C:6]=1[Cl:7])([O:24][CH2:25][CH3:26])=[O:20])[CH3:23]

Participants

5

Reactant 3

HCID 13139Diethyl chlorophosphateHCID 2348573,4-dichlorofuran-2-carboxylic acidHCID 2724682Lithium diisopropylamide

Product 1

HCID 22274954HCID 22274954, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A solution of 3,4-dichloro-2-furoic acid (1 mmol) in diethyl ether was treated with LDA (3 mmol) at −78° C. for 30 min and then treated with diethyl chlorophosphate (3.5 mmol) at −78° C. for 1 h. The reaction was quenched and extracted to give 5-diethylphosphono-3,4-dichloro-2-furoic acid as a yellow foam.

Workup

  1. customThe reaction was quenched
  2. extractionextracted

Sources & evidence

ORD record
ord-0cb15f8cdeec4a618378d31c974f7f12
Source dataset
uspto-grants-2007_10
Patent number
US07285543B2

Reaction notes

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