Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl ester → HCID 54552432, compound

HRID 2057648Notes

Reaction equation

HRID 2057648 reaction equation
[CH2:1]([C:9]1[S:13][C:12]([CH:14]=O)=[CH:11][CH:10]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].C1(P(=[CH:35][C:36]([O:38][CH2:39][CH3:40])=[O:37])(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>O1CCCC1>[CH2:1]([C:9]1[S:13][C:12]([CH:14]=[CH:35][C:36]([O:38][CH2:39][CH3:40])=[O:37])=[CH:11][CH:10]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]

Participants

4

Reactant 2

HCID 70670Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl esterHCID 137915885-Octylthiophene-2-carbaldehyde

Product 1

HCID 54552432HCID 54552432, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 75.4 g. 5-octyl-2-thiophenecarboxaldehyde and 117.6 g. ethyl (triphenylphosphoranylidene)acetate in 400 ml. tetrahydrofuran is refluxed for 20 hours. The solution is concentrated, the semi-solid residue is slurried with ether and filtered. Concentration followed by distillation of the resultant oil yields ethyl 5-octylthiophene-2-acrylate as an oil.

Workup

  1. concentrationThe solution is concentrated
  2. filtrationfiltered
  3. concentrationConcentration
  4. distillationfollowed by distillation of the resultant oil

Sources & evidence

ORD record
ord-d654b554da2948d3b5c87cd6b37f161f
Source dataset
uspto-grants-1980_07
Patent number
US04211783

Reaction notes

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