Phosphorus oxychloride → Phosphorodichloridic acid 2-bromo-1-methylethyl ester

HRID 1639327Notes

Reaction equation

HRID 1639327 reaction equation
[P:1]([Cl:5])(Cl)([Cl:3])=[O:2].[Br:6][CH2:7][CH:8]([OH:10])[CH3:9]>C(Cl)(Cl)(Cl)Cl>[Br:6][CH2:7][CH:8]([O:10][P:1]([Cl:5])([Cl:3])=[O:2])[CH3:9]

Participants

4

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 297401-Bromo-2-propanol

Product 1

HCID 14256186Phosphorodichloridic acid 2-bromo-1-methylethyl esterYield 42.2%

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

To a solution of 46 g of phosphorous oxychloride in 110 ml of carbon tetrachloride was added with stirring 21 g of 1-bromo-2-propanol. The mixture was stirred overnight, the solvent removed and the residue evaporated twice from toluene at 35° C., then evaporated to dryness giving a dark oil. This oil was distilled on a Kugelrohr at 75° C., 0.3 mm giving 16.3 g of the desired compound as a white oil.

Workup

  1. customthe solvent removed
  2. customthe residue evaporated twice from toluene at 35° C.
  3. customevaporated to dryness
  4. customgiving a dark oil
  5. distillationThis oil was distilled on a Kugelrohr at 75° C.

Sources & evidence

ORD record
ord-590de7b00c0845e99bed09dc405a851d
Source dataset
uspto-grants-1989_11
Patent number
US04883816

Reaction notes

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