Pyridine → HCID 54568927, compound

HRID 1723453Notes

Reaction equation

HRID 1723453 reaction equation
N1C=CC=CC=1.O[CH2:8][C:9]1[CH:24]=[CH:23][CH:22]=[CH:21][C:10]=1[CH:11]=[CH:12][CH2:13][O:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.S(Cl)([Cl:27])=O>C(Cl)(Cl)Cl>[Cl:27][CH2:8][C:9]1[CH:24]=[CH:23][CH:22]=[CH:21][C:10]=1[CH:11]=[CH:12][CH2:13][O:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 24386Thionyl ChlorideHCID 86743331HCID 86743331, compound

Product 1

HCID 54568927HCID 54568927, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

47.4 g (0.6 mol) of pyridine was added to a solution which had been obtained by adding 500 ml of chloroform to 120 g (0.5 mol) of o-hydroxymethylphenoxy methylstyrene. 71.4 g (0.6 mol) of thionyl chloride was dropwise added to the mixture with stirring while keeping the temperature at 3° to 4° C. in an ice bath. The mixture was stirred at the same temperature for 1 hour and then at a temperature of 30° C. for 1 hour. After being washed with water, the mixture was dried by sodium sulfate. The chloroform was removed from by distillation under reduced pressure to obtain a yellow liquid as the desired product.

Workup

  1. customhad been obtained
  2. customat 3° to 4° C.
  3. stirringThe mixture was stirred at the same temperature for 1 hour
  4. washAfter being washed with water
  5. dry with materialthe mixture was dried by sodium sulfate
  6. customThe chloroform was removed from by distillation under reduced pressure

Sources & evidence

ORD record
ord-931ac57b959441508e761d3b16aadce0
Source dataset
uspto-grants-1989_08
Patent number
US04861852

Reaction notes

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