1-Chloro-2,2-dimethylpropane → Diphenylphosphine

HRID 1789258Notes

Reaction equation

HRID 1789258 reaction equation
CC(C)(C)C[P:4]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.CC(C)(C)CCl>O1CCCC1.CCCCCC>[C:11]1([PH:4][C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1

Participants

4

Reactant 2

HCID 129561-Chloro-2,2-dimethylpropaneHCID 13467864(2,2-Dimethylpropyl)(diphenyl)phosphane

Product 1

HCID 70017Diphenylphosphine

Reagents, catalysts & solvents 1

HCID 21883165Tetrahydrofuran hexaneSolvent

Procedure

The known but unavailable 2,2-dimethylpropyl diphenyl phosphine was derived via reacting 2,2-dimethylpropyl chloride with lithium diphenyl phosphide in a refluxing tetrahydrofuran-hexane solvent mixture. After filtering off the lithium chloride by-product, the 2,2-dimethylpropyl, (i.e., neopentyl) diphenyl phosphine was obtained by the fractional distillation of the filtrate between 109° and 110° C. at 0.1 mm.

Workup

  1. filtrationAfter filtering off the lithium chloride by-product

Sources & evidence

ORD record
ord-8d3871044e49488e8efef725977c5779
Source dataset
uspto-grants-1987_08
Patent number
US04687866

Reaction notes

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