1,2-Dichlorobenzene → HCID 12927148, compound

HRID 1856431Notes

Reaction equation

HRID 1856431 reaction equation
C([C:3]1[CH:8]=[CH:7][C:6]([P:9](=[O:12])([O-:11])[O-:10])=[C:5]([CH2:13]CBr)[C:4]=1CC)C.Cl[C:19]1C=CC=C[C:20]=1Cl>>[CH2:19]([O:10][P:9]1(=[O:12])[C:6]2[CH:7]=[CH:8][CH:3]=[CH:4][C:5]=2[CH2:13][O:11]1)[CH3:20]

Participants

3

Reactant 2

HCID 72391,2-DichlorobenzeneHCID 23344998HCID 23344998, compound

Product 1

HCID 12927148HCID 12927148, compoundYield 75%

Procedure

A mixture of diethyl-2-bromoethylphenylphosphonate (2.2 g, 0.00717 mol) in 25 ml. of 1,2-dichlorobenzene was refluxed for 10 hours. The resulting mixture was vacuum distilled. Fractions containing the benzoxaphosphole were collected and then taken up in a hot mixture of benzene-petroleum ether. The mixture was cooled while adding sufficient benzene to prevent oiling out. The cooled mixture yielded 1-ethoxy-1,3-dihydro-2,1-benzoxaphosphole-1-oxide (1.06 g, 75% yield) as colorless crystals having a melting point of 60° C. and the following analysis:

Workup

  1. distillationdistilled
  2. additionFractions containing the benzoxaphosphole
  3. customwere collected
  4. additiontaken up in a hot mixture of benzene-petroleum ether
  5. temperatureThe mixture was cooled
  6. additionwhile adding sufficient benzene

Sources & evidence

ORD record
ord-9fde534feb41483895ab72e8ccd15ea5
Source dataset
uspto-grants-1980_08
Patent number
US04219510

Reaction notes

Loading…