Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl ester → HCID 67837324, compound

HRID 892866Notes

Reaction equation

HRID 892866 reaction equation
[Cl:1][C:2]1[CH:15]=[CH:14][C:5]([O:6][C:7]2[S:8][C:9]([CH:12]=O)=[CH:10][N:11]=2)=[CH:4][CH:3]=1.[C:16]([CH:21]=P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)([O:18][CH2:19][CH3:20])=[O:17]>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:15]=[CH:14][C:5]([O:6][C:7]2[S:8][C:9](/[CH:12]=[CH:21]/[C:16]([O:18][CH2:19][CH3:20])=[O:17])=[CH:10][N:11]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 70670Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl esterHCID 19894123HCID 19894123, compound

Product 1

HCID 67837324HCID 67837324, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 2-(4-chlorophenoxy)-5-thiazolecarboxaldehyde from above and (carboethoxymethylene)triphenylphosphorane (9.51 g, 27.3 mmol) in toluene (125 mL) was refluxed for 1 hr. It was then cooled to r.t. and concentrated in vacuo. The residue was taken up in ether and the triphenylphosphine filtered off. The filtrate was concentrated to afford ethyl trans-3-(2-(4-chlorOphenoxy)-5-thiazolyl)propenoate which was used as is.

Workup

  1. concentrationconcentrated in vacuo
  2. filtrationthe triphenylphosphine filtered off
  3. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-8d7b952ced164d3fa57c6262bdca9210
Source dataset
uspto-grants-1992_06
Patent number
US05120752

Reaction notes

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