Triethylamine → HCID 178454912, compound

HRID 1654466Notes

Reaction equation

HRID 1654466 reaction equation
[CH2:1]([PH:5](=[O:7])[OH:6])[CH2:2][CH2:3][CH3:4].[CH2:8](N(CC)CC)[CH3:9].C(OC(Cl)=O)C>ClCCl>[CH2:8]([O:7][PH:5]([CH2:1][CH2:2][CH2:3][CH3:4])=[O:6])[CH3:9]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 10928Ethyl chloroformateHCID 178454911HCID 178454911, compound

Product 1

HCID 178454912HCID 178454912, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

51 g of n-butyphosphinic acid are dissolved in 200 ml of dichloromethane, the solution is cooled to 10°, and 42.3 g of triethylamine are added dropwise. An exothermic reaction takes place. The mixture is cooled to 10° again and 45.3 g of chloroformic acid ethyl ester are added dropwise within a period of 75 minutes. A precipitate forms in an exothermic reaction with the evolution of gas. A further 200 ml of dichloromethane are then added and the mixture is allowed to warm to room temperature and is then stirred for 2 hours at room temperature, washed with water and dried over sodium sulfate, and the organic solvent is removed. The crude product is distilled under a high vacuum, yielding n-butylphosphinic acid ethyl ester having a boiling point of 95° (5×10-5 bar).

Workup

  1. temperaturethe solution is cooled to 10°
  2. customAn exothermic reaction
  3. temperatureThe mixture is cooled to 10° again
  4. customA precipitate forms in an exothermic reaction with the evolution of gas
  5. washwashed with water
  6. dry with materialdried over sodium sulfate
  7. customthe organic solvent is removed
  8. distillationThe crude product is distilled under a high vacuum

Sources & evidence

ORD record
ord-e385a2e81ff14920ae9de186c908e0bc
Source dataset
uspto-grants-1995_04
Patent number
US05407922

Reaction notes

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