Sodium Hydroxide → 6-Chloro-1-(triphenyl-lambda~5~-phosphanylidene)hexan-2-one

HRID 1973566Notes

Reaction equation

HRID 1973566 reaction equation
[Cl-].[Cl:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7](=[O:28])[CH2:8][P+:9]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.[OH-].[Na+]>O>[Cl:2][CH2:3][CH2:4][CH2:5][CH2:6][C:7]([CH:8]=[P:9]([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)([C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=[O:28]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 20526427(6-Chloro-2-oxohexyl) triphenylphosphonium chloride

Product 1

HCID 203690016-Chloro-1-(triphenyl-lambda~5~-phosphanylidene)hexan-2-one

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 20 parts of (6-chloro-2-oxohexyl)-triphenylphosphonium chloride in 200 parts of water is made alkaline by the addition of a 50% aqueous sodium hydroxide solution and extracted with benzene. The combined organic extracts are dried over anhydrous sodium sulfate, then stripped of solvent under reduced pressure to afford (5-chloropentanoylmethylene)triphenylphosphorane. Alternatively, this may be used immediately as a solution in benzene.

Workup

  1. extractionextracted with benzene
  2. dry with materialThe combined organic extracts are dried over anhydrous sodium sulfate

Sources & evidence

ORD record
ord-7c58f4dd67e1494697412e25eb233a21
Source dataset
uspto-grants-1976_12
Patent number
US03997588

Reaction notes

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