Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl ester → HCID 12870481, compound

HRID 223678Notes

Reaction equation

HRID 223678 reaction equation
[CH:1]([C:3]([N:6]1[CH:10]=[CH:9][N:8]=[CH:7]1)([CH3:5])[CH3:4])=O.[CH2:11]([O:13][C:14]([CH:16]=P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)=[O:15])[CH3:12]>>[CH2:11]([O:13][C:14](/[CH:16]=[CH:1]/[C:3]([N:6]1[CH:10]=[CH:9][N:8]=[CH:7]1)([CH3:5])[CH3:4])=[O:15])[CH3:12]

Participants

3

Reactant 2

HCID 70670Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl esterHCID 9812791HCID 9812791, compound

Product 1

HCID 12870481HCID 12870481, compoundYield 73.4%

Procedure

A mixture of 0.75 g of 1-(1-formyl-1-methylethyl)imidazole (prepared as described hereafter), 1.80 g of ethoxycarbonylmethylidenetriphenylphosphorane and 9 ml of chloroform was stirred overnight at room temperature. After evaporation under reduced pressure, the residue was purified by column chromatography on silica gel using a mixture of chloroform and ethanol (49:1) as eluent to give 0.79 g of the title compound having the following physical characteristics:

Workup

  1. customAfter evaporation under reduced pressure
  2. customthe residue was purified by column chromatography on silica gel using
  3. additiona mixture of chloroform and ethanol (49:1) as eluent

Sources & evidence

ORD record
ord-a4744cdbace54a2bb8edda024b77a397
Source dataset
uspto-grants-1982_10
Patent number
US04355170

Reaction notes

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