Phosphorus trichloride → 2-Butyl-tert-butylchlorophosphine

HRID 2361

Reaction equation

HRID 2361 reaction equation
[P:1]([Cl:4])(Cl)Cl.[C:5]([Mg]Cl)([CH3:8])([CH3:7])[CH3:6].[CH3:11][CH:12]([Mg]Cl)[CH2:13][CH3:14]>C(OCC)C>[CH3:11][CH:12]([P:1]([C:5]([CH3:8])([CH3:7])[CH3:6])[Cl:4])[CH2:13][CH3:14]

Participants

5

Reactant 3

HCID 24387Phosphorus trichlorideHCID 178418310HCID 178418310, compoundHCID 178418314HCID 178418314, compound

Product 1

HCID 126251742-Butyl-tert-butylchlorophosphine

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 15 min. a 2 molar solution of 2-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 2-butyl-tert-butylchlorophosphine (47 g), b.p. 74° C. under a pressure of 15 mm of mercury.

Workup

  1. temperaturemaintained at between -25° C. and -30° C. in an atmosphere of dry nitrogen
  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-f09ba275a47d468cb9ceb88c522a8f48
Source dataset
uspto-grants-1998_03
Patent number
US05728853

Linked notes

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