Phosphorus oxychloride → HCID 21861991, compound

HRID 392595Notes

Reaction equation

HRID 392595 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]([OH:14])[C:9]([CH3:13])([CH3:12])[CH2:10][OH:11].[P:15](Cl)(Cl)([Cl:17])=[O:16]>ClCCl>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]1[C:9]([CH3:12])([CH3:13])[CH2:10][O:11][P:15](=[O:16])([Cl:17])[O:14]1

Participants

4

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 13509661HCID 13509661, compound

Product 1

HCID 21861991HCID 21861991, compoundYield 98.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

1-(2-Chlorophenyl)-2,2-dimethyl-1,3-propanediol (1.0 g, 4.66 mmol) was diluted with dichloromethane (5 ml) and, under reflux, a solution of phosphorus oxychloride (0.65 g, mmol) in dichloromethane (3 ml) was added dropwise over 40 min. After the dropwise addition, the mixture was refluxed for 6 h. The mixture after completion of the reaction was concentrated, and after addition of ether (dry, 5 ml), concentrated again to dryness to give the title compound (1.23 g, 90%) as colorless crude crystals.

Workup

  1. temperatureunder reflux
  2. additionAfter the dropwise addition
  3. temperaturethe mixture was refluxed for 6 h
  4. concentrationThe mixture after completion of the reaction was concentrated
  5. additionafter addition of ether (dry, 5 ml)
  6. concentrationconcentrated again to dryness

Sources & evidence

ORD record
ord-ff48310463254f679b5d226ff8eedce5
Source dataset
uspto-grants-2004_10
Patent number
US06800778B1

Reaction notes

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