4-Nitrobenzyl chloride → 4-Nitrobenzyltriphenylphosphonium chloride

HRID 26402

Reaction equation

HRID 26402 reaction equation
[CH:1]1[CH:6]=[CH:5][C:4]([P:7]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[CH:3][CH:2]=1.[N+:20]([C:23]1[CH:30]=[CH:29][C:26]([CH2:27][Cl:28])=[CH:25][CH:24]=1)([O-:22])=[O:21]>>[Cl-:28].[N+:20]([C:23]1[CH:30]=[CH:29][C:26]([CH2:27][P+:7]([C:4]2[CH:3]=[CH:2][CH:1]=[CH:6][CH:5]=2)([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[CH:25][CH:24]=1)([O-:22])=[O:21]

Participants

3

Reactant 2

HCID 74824-Nitrobenzyl chlorideHCID 11776Triphenylphosphine

Product 1

HCID 120003154-Nitrobenzyltriphenylphosphonium chloride

Procedure

A solution of 26.3 g (0.10 moles) of triphenylphosphide and 17.2 g (0.10 moles) of p-nitrobenzyl chloride in 50 ml of benezene is refluxed for 2 hours. After cooling the solid is collected and washed with benzene. Crystallization from carbon tetrachloride petroleum ether gives colorless crystals, m.p. 278°-280° C.

Workup

  1. temperatureAfter cooling the solid
  2. customis collected
  3. washwashed with benzene
  4. customCrystallization from carbon tetrachloride petroleum ether
  5. customgives colorless crystals, m.p. 278°-280° C.

Sources & evidence

ORD record
ord-6e5bd4e07c044528b4ceaa1ba598509a
Source dataset
uspto-grants-1979_04
Patent number
US04150105

Linked notes

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