Cyclopentene → HCID 4189396, compound

HRID 1981686Notes

Reaction equation

HRID 1981686 reaction equation
[CH:1]1[CH2:5][CH2:4][CH2:3][CH:2]=1.[C:6]1([PH:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1>>[CH:1]1([P:12]([C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=2)[C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=2)[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

3

Reactant 2

HCID 8882CyclopenteneHCID 70017Diphenylphosphine

Product 1

HCID 4189396HCID 4189396, compound

Procedure

A stirred mixture of 47.6 g (0.7 m) cyclopentene and 136.7 g (0.735 m) diphenyl phosphine in a quartz wessel was irradiated at 15° C. by a broad spectrum ultraviolet light for 17 days. A slow addition reaction took place. Gas chromatographic analysis indicated 60% conversion at the end of the reaction period. The reaction mixture was then fractionally distilled in vacuo to obtain the desired cyclopentyl diphenyl phoshine adduct as a colorless mobile liquid of bp. 138°-140° C. at 0.3 mm (As a by-product, tetraphenyl biphosphine, bp. 210°-212° C. at 0.15 mm, was obtained.)

Workup

  1. customwas irradiated at 15° C. by a broad spectrum ultraviolet light for 17 days
  2. additionA slow addition reaction
  3. customat the end of the reaction period
  4. distillationThe reaction mixture was then fractionally distilled in vacuo

Sources & evidence

ORD record
ord-c29232b6a30a4c55a0428426c8826d96
Source dataset
uspto-grants-1986_06
Patent number
US04593141

Reaction notes

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