Thionyl Chloride → 29030-58-8

HRID 917916Notes

Reaction equation

HRID 917916 reaction equation
[CH:1]1([C:7]2[CH:12]=[CH:11][C:10]([CH2:13][C:14]([NH2:16])=O)=[CH:9][CH:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.S(Cl)(Cl)=O>>[CH:1]1([C:7]2[CH:8]=[CH:9][C:10]([CH2:13][C:14]#[N:16])=[CH:11][CH:12]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 13030798HCID 13030798, compound

Product 1

HCID 2024547429030-58-8

Procedure

17.3 g of para-cyclohexyl-phenylacetamide and 35 ml of thionyl chloride are stirred at 70°C for 3 hours. The excess thionyl chloride is evaporated, the residue dissolved in ethyl acetate, and the solution washed with sodium bicarbonate solution and water. The solvent is evaporated and the residue distilled in a high vacuum. There is obtained paracyclohexylphenylacetonitrile boiling at 131°-132°C under a pressure of 0.35 mm of Hg and melting at 48°-49°C.

Workup

  1. customThe excess thionyl chloride is evaporated
  2. dissolutionthe residue dissolved in ethyl acetate
  3. washthe solution washed with sodium bicarbonate solution and water
  4. customThe solvent is evaporated
  5. distillationthe residue distilled in a high vacuum

Sources & evidence

ORD record
ord-ba90b6daa13f4762869b6b85a7d2c976
Source dataset
uspto-grants-1976_07
Patent number
US03968142

Reaction notes

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