Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl ester → HCID 18405063, compound

HRID 1017788Notes

Reaction equation

HRID 1017788 reaction equation
[Br:1][C:2]1[CH:14]=[CH:13][C:5]([C:6]([N:8]2[CH2:12][CH2:11][CH2:10][CH2:9]2)=[O:7])=[C:4]([CH:15]=O)[CH:3]=1.[C:17]([CH:22]=P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)([O:19][CH2:20][CH3:21])=[O:18]>C1(C)C=CC=CC=1>[Br:1][C:2]1[CH:14]=[CH:13][C:5]([C:6]([N:8]2[CH2:9][CH2:10][CH2:11][CH2:12]2)=[O:7])=[C:4](/[CH:15]=[CH:22]/[C:17]([O:19][CH2:20][CH3:21])=[O:18])[CH:3]=1

Participants

4

Reactant 2

HCID 70670Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl esterHCID 18404996HCID 18404996, compound

Product 1

HCID 18405063HCID 18405063, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 1.27 g (4.5 mmol) of N-(4-bromo-2-formyl-benzoyl)-pyrrolidine and 1.65 g (4.5 mmol) of carboethoxymethylene triphenylphosphorane in 45 ml of toluene is heated to 80° C. for 4 hours. After removal of the solvent the residue is purified by flash chromatography (silica gel; methylene chloride/ethanol 99:1 to 99:2).

Workup

  1. customAfter removal of the solvent the residue
  2. customis purified by flash chromatography (silica gel; methylene chloride/ethanol 99:1 to 99:2)

Sources & evidence

ORD record
ord-e34a5d66c30143ddbb1770a9e6f176d4
Source dataset
uspto-grants-2002_11
Patent number
US06479524B1

Reaction notes

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