Reacción #334246

ord-0b078959122b4c1ead27ab20e7cc57cb

Ecuación de reacción

OCc1ccc(S)cc1
4-Mercaptobenzyl alcohol
ClCBr
bromochloromethane
CCN(CC)CC
triethylamine
OCc1ccc(SCCl)cc1
4-(Chloromethylthio) benzyl alcohol

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Lavadowashed with water
  2. 2
    Secadothe dried (MgSO4) organic solution
  3. 3
    Otroevaporated
  4. 4
    Otroto leave the product
  5. 5
    Otrono further purification for use in Example 33

Procedimiento

4-Mercaptobenzyl alcohol (see J.Chem.Soc 1963 p 1947) (5.0 mmol) was dissolved in bromochloromethane (100 mmol) and triethylamine (5 mmol) added dropwise. The resultant mixture was stirred for 1 hour at room temperature, washed with water and the dried (MgSO4) organic solution evaporated to leave the product. Yield 0.94g (95%) 1H NMR (CDCl3, δ): 2.03 (OH), 4.65 (CH2O), 4.90 (CH2S), 7.1-7.4 (Ph). The product needed no further purification for use in Example 33.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US04705791uspto-grants-1987_11