Reacción #957466

ord-7db339e89ef343b4a22a7d0cf2e8d423

Ecuación de reacción

O=S(Cl)Cl
thionyl chloride
O=C(O)CCCC[C@@H]1CCSS1
lipoic acid
O=C(Cl)CCCCC1CCSS1
(±)-5-(1,2-dithiolan-3-yl)pentanoyl chloride

Reactivos

Ninguno

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroAfter completion of the reaction the solvent
  2. 2
    Otrowas removed under vacuum
  3. 3
    Otroa dry-ice collection trap
  4. 4
    Temperaturato heat the reaction mixture since
  5. 5
    OtroReaction

Procedimiento

To a stirred solution of thionyl chloride (1.4 mL, 7.5 mmol) in CH2Cl2 (30 ml) at 0° C. was added a solution of lipoic acid (3.0 g, 5 mmol), dissolved in dichloromethane, dropwise over 1 h. The mixture was allowed to stir for additional 3 h. at the same temperature. After completion of the reaction the solvent was removed under vacuum using a dry-ice collection trap being very careful not to heat the reaction mixture since this will decompose the product. Reaction proceeds with quantitative yield.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08969549B2uspto-grants-2015_03