Thionyl Chloride → HCID 54330391, compound

HRID 435488Notes

Reaction equation

HRID 435488 reaction equation
S(Cl)([Cl:3])=O.[CH3:5][O:6][C:7]1[CH:8]=[C:9]([CH:15]=[CH:16][CH:17]=1)[CH:10]=[CH:11][C:12](O)=[O:13]>C1C=CC=CC=1>[CH3:5][O:6][C:7]1[CH:8]=[C:9]([CH:15]=[CH:16][CH:17]=1)[CH:10]=[CH:11][C:12]([Cl:3])=[O:13]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 871552-Propenoic acid, 3-(3-methoxyphenyl)-

Product 1

HCID 54330391HCID 54330391, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

Thionyl chloride (38 g.) was added dropwise to a mixture of 3-methoxycinnamic acid (50 g.) and benzene (500 ml.), and the resulting mixture was heated under reflux for 1.5 hours, then evaporated under reduced pressure on a rotary evaporator to give an oil. The oil solidified on standing at room temperature, giving 59 g. of the product. Analytical sample (m.p. 43°-45°) was obtained by recrystallization from petroleum ether.

Workup

  1. temperaturethe resulting mixture was heated
  2. temperatureunder reflux for 1.5 hours
  3. customevaporated under reduced pressure on a rotary evaporator
  4. customto give an oil
  5. customon standing at room temperature
  6. customgiving 59 g

Sources & evidence

ORD record
ord-1293f789dfb54e66a04d7ea8d0d24d5f
Source dataset
uspto-grants-1983_08
Patent number
US04401832

Reaction notes

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