Phosphorus trichloride → n-Butyl tert-butyl chlorophosphine

HRID 1441177Notes

Reaction equation

HRID 1441177 reaction equation
[P:1]([Cl:4])(Cl)Cl.[C:5]([Mg]Cl)([CH3:8])([CH3:7])[CH3:6].[CH2:11]([Mg]Cl)[CH2:12][CH2:13][CH3:14]>C(OCC)C>[CH2:11]([P:1]([C:5]([CH3:8])([CH3:7])[CH3:6])[Cl:4])[CH2:12][CH2:13][CH3:14]

Participants

5

Reactant 3

HCID 24387Phosphorus trichlorideHCID 178418265HCID 178418265, compoundHCID 178418310HCID 178418310, compound

Product 1

HCID 12507378n-Butyl tert-butyl chlorophosphine

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Conditions

Temperature
-25 °C

Procedure

To a solution of phosphorus trichloride (55 g) in dry diethyl ether (200 cm3) stirred and maintained at between -25° C. and -30° C. in an atmosphere of dry nitrogen a 2 molar solution of tert-butyl magnesium chloride in diethyl ether (200 cm3, solution supplied by Aldrich Chemical Co.) was added during 45 min. After a further 30 min., a 2 molar solution of n-butyl magnesium chloride (200 cm3, solution supplied by Aldrich Chemical Co.) was added in the same way. The suspension was stirred at -25° C. for a further 45 min., then allowed to reach ambient temperature, and finally boiled under reflux for 30 min., cooled, filtered to remove magnesium chloride, and distilled, yielding n-butyl tert-butyl chlorophosphine (30.8 g), b.p. 76°-78° C. under a pressure of 15 mm of mercury.

Workup

  1. additionwas added during 45 min
  2. customto reach ambient temperature
  3. temperatureunder reflux for 30 min.
  4. temperaturecooled
  5. filtrationfiltered
  6. customto remove magnesium chloride
  7. distillationdistilled

Sources & evidence

ORD record
ord-8ad439ddf3dc4550888fbadf1d3c497c
Source dataset
uspto-grants-1996_03
Patent number
US05502250

Reaction notes

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