Thionyl Chloride → 2-Methyl-2-(3-thienyl) propionic acid chloride

HRID 487532Notes

Reaction equation

HRID 487532 reaction equation
[CH3:1][C:2]([C:7]1[CH:11]=[CH:10][S:9][CH:8]=1)([CH3:6])[C:3](O)=[O:4].S(Cl)([Cl:14])=O>C(Cl)(Cl)Cl>[CH3:1][C:2]([C:7]1[CH:11]=[CH:10][S:9][CH:8]=1)([CH3:6])[C:3]([Cl:14])=[O:4]

Participants

4

Reactant 2

HCID 24386Thionyl Chloride2×HCID 19092029alpha,alpha-Dimethyl-3-thiopheneacetic acid

Product 1

HCID 545016052-Methyl-2-(3-thienyl) propionic acid chloride

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

The 2-methyl-2-(3-thienyl)propionic acid (34.0 g); obtained in Example 8, was dissolved in chloroform (60 ml) and to this solution was added thionyl chloride (31.0 g), followed by a 30 minute-refluxing under heating. After the reaction, the solvent and remaining thionyl chloride was removed under reduced pressure. The remaining crude product was distilled under reduced pressure to obtain 2-methyl-2-(3-thienyl) propionic acid chloride with bp 86°-88° C./2.Otorr.

Workup

  1. customobtained in Example 8
  2. temperature-refluxing
  3. temperatureunder heating
  4. customAfter the reaction
  5. customwas removed under reduced pressure
  6. distillationThe remaining crude product was distilled under reduced pressure

Sources & evidence

ORD record
ord-bf8e0204c9b448d0ba2e7a2f9d01c6c3
Source dataset
uspto-grants-1994_03
Patent number
US05296454

Reaction notes

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