Reacción #1501627

ord-0ab10b2563654590921d806eedcd1473

Ecuación de reacción

Cc1ccc(S(=O)(=O)N(CCO)CCO)cc1
N,N-bis-(2-hydroxyethyl)-p-toluenesulfonamide
Cc1ccc(S(=O)(=O)Cl)cc1
tosyl chloride
→
Cc1ccc(S(=O)(=O)OCCN(CCOS(=O)(=O)c2ccc(C)cc2)S(=O)(=O)c2ccc(C)cc2)cc1
N,O,O'-tritosyldiethanolamine

Reactantes

Cc1ccc(S(=O)(=O)N(CCO)CCO)cc1
N,N-bis-(2-hydroxyethyl)-p-toluenesulfonamide
Cc1ccc(S(=O)(=O)Cl)cc1
tosyl chloride

Reactivos

Ninguno

Disolventes

c1ccncc1
pyridine

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroProcedure 3 is illustrated with the preparation of (-)-(RR)-8a' and (+)-(RR)-8b', with (-)-(R)-6f' as a byproduct
  2. 2
    Otroat 0°

Procedimiento

Procedure 3 is illustrated with the preparation of (-)-(RR)-8a' and (+)-(RR)-8b', with (-)-(R)-6f' as a byproduct. In dry pyridine at 0°, N,N-bis-(2-hydroxyethyl)-p-toluenesulfonamide (m.p. 96°-99°) was tosylated with tosyl chloride by the standard method to give N,O,O'-tritosyldiethanolamine, m.p. 85°-87°. [Can. J. Chem. 45, 1555 (1967) gives 78°-79°].

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US04001279uspto-grants-1977_01