Triphenylphosphine → HCID 73794640, compound

HRID 1658428Notes

Reaction equation

HRID 1658428 reaction equation
[I:1][CH2:2][CH2:3][CH:4]=[C:5]([CH3:8])[CH:6]=[CH2:7].[C:9]1([P:15]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.[I-].[PH4+]>C1C=CC=CC=1>[I-:1].[CH3:8][C:5]([CH:6]=[CH2:7])=[CH:4][CH2:3][CH2:2][P+:15]([C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1)([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1

Participants

5

Reactant 3

HCID 11776TriphenylphosphineHCID 166618Phosphonium iodide ((PH4)I)HCID 53950976HCID 53950976, compound

Product 1

HCID 73794640HCID 73794640, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A mixture of 89.0 g. (0.40 mole) of iodo-4-methyl-3,5-hexadiene, 150 g. (0.40 mole) of triphenylphosphine and 350 ml. of benzene was stirred and refluxed for 8 hours. The solvent was removed in vacuo. After addition of about 1 l. of ether the oily mixture was left for one day at 0°. The crystallized salt was suction filtered, finely grinded and washed with ether, then dried for 4 hours at 80°/0.01 Torr. Obtained: 140 g. of phosphonium iodide, m.p. 124°-128°.

Workup

  1. additionA mixture of 89.0 g
  2. temperaturerefluxed for 8 hours
  3. customThe solvent was removed in vacuo
  4. additionAfter addition of about 1 l
  5. filtrationfiltered
  6. customfinely grinded
  7. washwashed with ether
  8. customdried for 4 hours at 80°/0.01 Torr
  9. customObtained

Sources & evidence

ORD record
ord-dae11dc9229f44609f412990b2d0b06e
Source dataset
uspto-grants-1976_06
Patent number
US03963783

Reaction notes

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