Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl ester → HCID 54055737, compound

HRID 1781494Notes

Reaction equation

HRID 1781494 reaction equation
[C:1]1([C:7]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)([CH:11]=O)[CH2:8][C:9]#[N:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:19]([CH:24]=P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)([O:21][CH2:22][CH3:23])=[O:20]>C(Cl)(Cl)Cl>[C:9]([CH2:8][C:7]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)([C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)[CH:11]=[CH:24][C:19]([O:21][CH2:22][CH3:23])=[O:20])#[N:10]

Participants

4

Reactant 2

HCID 70670Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl esterHCID 19045725HCID 19045725, compound

Product 1

HCID 54055737HCID 54055737, compoundYield 63.5%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

3,3-Diphenyl-3-formylpropionitrile (0.85 g) and (carbethoxymethylene)triphenylphosphorane (1.46 g) were heated in chloroform (20 ml) on reflux for 7 hours. The reaction mixture was then concentrated to dryness and the group was purified by silica gel column chromatography to provide the title compound (0.7 g) as colorless oil.

Workup

  1. temperatureon reflux for 7 hours
  2. concentrationThe reaction mixture was then concentrated to dryness
  3. customthe group was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-e7d11e1675474553aba3f131664ab749
Source dataset
uspto-grants-1997_05
Patent number
US05633248

Reaction notes

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