Triethylamine → HCID 53872425, compound

HRID 729144Notes

Reaction equation

HRID 729144 reaction equation
[O:1]1[CH2:5][CH2:4][CH2:3][CH:2]1[P:6]([OH:8])[OH:7].[CH2:9](N(CC)CC)[CH3:10].ClC(OCC)=O>ClCCl>[CH2:9]([O:7][P:6]([CH:2]1[CH2:3][CH2:4][CH2:5][O:1]1)[OH:8])[CH3:10]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 10928Ethyl chloroformateHCID 19090896HCID 19090896, compound

Product 1

HCID 53872425HCID 53872425, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent3×

Procedure

A solution of 2.6 g of P-tetrahydrofuran-2-yl-phosphonous acid in 20 ml of anhydrous dichloromethane is cooled to 5° under inert gas and treated with 2.03 g of triethylamine. A dichloromethane solution of 2.17 gof ethyl chloroformate is added dropwise whereupon an exothermic reaction and a gas evolution ensues. The suspension is warmed to room temperature and stirred for 3 hours. The reaction mixture is then diluted with dichloromethane and washed with water. Drying of the organic phase with anhydrous magnesium sulphate and removal of the solvent in vacuo affords P-tetrahydrofuran-2-ylphosphonous acid ethyl ester, b.p. 90°/8×10-2 mbar.

Workup

  1. washwashed with water
  2. dry with materialDrying of the organic phase with anhydrous magnesium sulphate and removal of the solvent in vacuo

Sources & evidence

ORD record
ord-d20b46dfaf5d40d48beabb21e42b147c
Source dataset
uspto-grants-1991_09
Patent number
US05051524

Reaction notes

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