2-Bromopropan-1-ol → Phosphorodichloridic acid-2-bromopropyl ester

HRID 34831Notes

Reaction equation

HRID 34831 reaction equation
[P:1]([Cl:5])(Cl)([Cl:3])=[O:2].[Br:6][CH:7]([CH3:10])[CH2:8][OH:9]>C(Cl)(Cl)(Cl)Cl>[Br:6][CH:7]([CH3:10])[CH2:8][O:9][P:1]([Cl:5])([Cl:3])=[O:2]

Participants

4

Reactant 2

HCID 117132-Bromopropan-1-olHCID 24813Phosphorus oxychloride

Product 1

HCID 14256196Phosphorodichloridic acid-2-bromopropyl esterYield 56.7%

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent2×

Procedure

To a solution of 42 g of phosphorous oxychloride in 110 ml of carbon tetrachloride was added dropwise with stirring a solution of 25 g of 2-bromo-1-propanol in 25 ml of carbon tetrachloride. This mixture was stirred overnight, then taken to dryness, evaporated twice from toluene and dried. The residue was distilled on a Kugelrohr 75° C., 0.05 mm, giving 26.1 g of the desired compound as a colorless oil.

Workup

  1. customevaporated twice from toluene
  2. customdried
  3. distillationThe residue was distilled on a Kugelrohr 75° C., 0.05 mm

Sources & evidence

ORD record
ord-506bbee1955c4fc89c61cf9330cd226b
Source dataset
uspto-grants-1988_08
Patent number
US04762942

Reaction notes

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