tert-BUTYL CHLORIDE → Di-tert-butylchlorophosphine

HRID 1612963Notes

Reaction equation

HRID 1612963 reaction equation
[C:1]([P:5](C(C)(C)C)[C:6]([CH3:9])([CH3:8])[CH3:7])([CH3:4])([CH3:3])[CH3:2].C([Mg][Cl:19])(C)(C)C.[Mg].C(Cl)(C)(C)C.P(Cl)(Cl)Cl>>[C:1]([P:5]([C:6]([CH3:9])([CH3:8])[CH3:7])[Cl:19])([CH3:4])([CH3:3])[CH3:2]

Participants

6

Reactant 5

HCID 10486tert-BUTYL CHLORIDEHCID 24387Phosphorus trichlorideHCID 83681Tris(1,1-dimethylethyl)phosphineHCID 5462224MagnesiumHCID 178418310HCID 178418310, compound

Product 1

HCID 139566Di-tert-butylchlorophosphine

Procedure

By way of example, the preparation of tri-tert-butylphosphine is described in Chem. Ber., 100(2), 692-3 (1967). Tertiary butyl magnesium chloride is first prepared from magnesium metal and t-butyl chloride, then this is allowed to react with PCl3 to form di-tert-butylchlorophosphine. This product is then treated with tert-butyl lithium to yield tri-tert-butyl phosphine.

Sources & evidence

ORD record
ord-a75f851d67d44618a0c0eea4becc0bab
Source dataset
uspto-grants-1993_03
Patent number
US05191103

Reaction notes

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