Hydrochloric Acid → 1,3,2-Dioxaphosphorinane, 2-chloro-5,5-dimethyl-

HRID 904795Notes

Reaction equation

HRID 904795 reaction equation
[P:1]([Cl:4])(Cl)Cl.[CH2:5]([OH:11])[C:6]([CH3:10])([CH3:9])[CH2:7][OH:8].Cl>C(Cl)(Cl)Cl>[Cl:4][P:1]1[O:11][CH2:5][C:6]([CH3:10])([CH3:9])[CH2:7][O:8]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 24387Phosphorus trichloride2×HCID 31344Neopentyl glycol

Product 1

HCID 755081,3,2-Dioxaphosphorinane, 2-chloro-5,5-dimethyl-Yield 95.3%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

To phosphorus trichloride (775.4 g, 5.5 M, 10% molar excess) was added dropwise with stirring over two hours a solution of neopentylene glycol (520.8 g, 5.0 M) in chloroform (1200 ml). After the slight endotherm and evolution of HCl had subsided, the clear colorless solution was freed of most of the chloroform and excess PCl3 by distillation at atmospheric pressure to a pot temperature of 100° C. Distillation of the residue through a short vacuum-jacketed Vigreaux column yielded 803.6 g (95.3% yield) of 2-chloro-5,5-dimethyl-1,3,2-dioxaphosphorinane (III), bp 65° C./10 mm nD25 1.4738, % Cl found 20.71 (21.03 calculated).

Workup

  1. distillationby distillation at atmospheric pressure to a pot temperature of 100° C
  2. distillationDistillation of the residue through a short vacuum-jacketed Vigreaux column

Sources & evidence

ORD record
ord-10595a4f7116404689356bfd590fb102
Source dataset
uspto-grants-1983_12
Patent number
US04420437

Reaction notes

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