Ethanol → HCID 13005250, compound

HRID 1648862Notes

Reaction equation

HRID 1648862 reaction equation
[C:1]([CH:3]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[CH2:4][CH:5]=[CH2:6])#N.S(=O)(=O)(O)[OH:14].[CH2:18]([OH:20])[CH3:19]>O>[C:7]1([CH:3]([CH2:4][CH:5]=[CH2:6])[C:1]([O:20][CH2:18][CH3:19])=[O:14])[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 1118Sulfuric AcidHCID 10607021α-2-Propen-1-ylbenzeneacetonitrile

Product 1

HCID 13005250HCID 13005250, compound

Reagents, catalysts & solvents 1

HCID 962WaterCatalyst

Procedure

4-Cyano-4-phenyl-1-butene (15 g) is dissolved in 50 ml of ethanol and 3 drops of water whereupon 20 ml of sulfuric acid is added dropwise. The resulting mixture is warmed slowly and then heated under reflux for 6 hours. The reaction mixture is then poured into 100 ml of ice-cold water and extracted with 100 ml of benzene. The extract is dried over magnesium sulfate, and the solvent is distilled off under reduced pressure. The residue is distilled to give 7.0 g of ethyl 2-phenyl-4-pentenoate, boiling at 133°-137° C. (20 mmHg).

Workup

  1. temperatureThe resulting mixture is warmed slowly
  2. temperatureheated
  3. temperatureunder reflux for 6 hours
  4. extractionextracted with 100 ml of benzene
  5. dry with materialThe extract is dried over magnesium sulfate
  6. distillationthe solvent is distilled off under reduced pressure
  7. distillationThe residue is distilled

Sources & evidence

ORD record
ord-692b4ef3d8614f40b51c3a58f869965b
Source dataset
uspto-grants-1983_11
Patent number
US04414216

Reaction notes

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