Phosphorus trichloride → 3-tert-Butyl-2-chloro-1,3,2-oxazaphospholidine

HRID 1194045

Reaction equation

HRID 1194045 reaction equation
[P:1]([Cl:4])(Cl)Cl.[C:5]([NH:9][CH2:10][CH2:11][OH:12])([CH3:8])([CH3:7])[CH3:6]>C1(C)C=CC=CC=1>[C:5]([N:9]1[CH2:10][CH2:11][O:12][P:1]1[Cl:4])([CH3:8])([CH3:7])[CH3:6]

Participants

4

Reactant 2

HCID 24387Phosphorus trichlorideHCID 783612-(tert-Butylamino)ethanol

Product 1

HCID 142281093-tert-Butyl-2-chloro-1,3,2-oxazaphospholidineYield 56.7%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

To a solution of 8.7 ml (0.10 mol) of phosphorus trichloride in 200 ml of toluene in a 500 ml three neck flask equipped with a mechanical stirrer, a condenser and an addition funnel is added a solution of 11.72 g (0.10 mol) of 2-tert-butylaminoethanol in 50 ml of toluene. After refluxing for 16 hours, the orange solids are filtered off and the filtrate concentrated in vacuo. Distillation under reduced pressure gives 10.3 g (56.7%) of clear liquid: b.p. 82° C./1.0 mm Hg.

Workup

  1. temperatureAfter refluxing for 16 hours
  2. filtrationthe orange solids are filtered off
  3. concentrationthe filtrate concentrated in vacuo
  4. distillationDistillation under reduced pressure

Sources & evidence

ORD record
ord-993d7063e3714afbb5fcbbefcd3923ba
Source dataset
uspto-grants-1989_03
Patent number
US04812501

Linked notes

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