Reacción #63574

ord-aa649f34fbe0408682aae1bc3a34ceb5

Ecuación de reacción

O
water
OCCCl
2-chloroethanol
O=S(=O)(O)O
sulfuric acid
OC(c1ccc(F)cc1)c1ccc(F)cc1
4-fluoro-α-(4-fluorophenyl)benzenemethanol
Fc1ccc(C(OCCCl)c2ccc(F)cc2)cc1
1,1'-[(2-chloroethoxy)methylene]bis[4-fluorobenzene]

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturawas heated on a water-bath
  2. 2
    workup.ADDITIONAfter the addition
  3. 3
    Temperaturarefluxed for 4 hours
  4. 4
    TemperaturaAfter cooling the reaction mixture
  5. 5
    OtroThe benzene layer was separated
  6. 6
    Secadodried over calcium chloride
  7. 7
    Otroevaporated
  8. 8
    workup.DISTILLATIONThe residue was distilled in vacuo

Procedimiento

A mixture of 20 parts of 2-chloroethanol, 3 parts of sulfuric acid and 16 parts of benzene was heated on a water-bath. Then there were added dropwise 35 parts of 4-fluoro-α-(4-fluorophenyl)benzenemethanol dissolved in 32 parts of benzene. After the addition was complete, the whole was stirred and refluxed for 4 hours. After cooling the reaction mixture was poured into water. The benzene layer was separated, dried over calcium chloride and evaporated. The residue was distilled in vacuo, yielding 35 parts of 1,1'-[(2-chloroethoxy)methylene]bis[4-fluorobenzene]; bp. 164°-166° C. at 1.5 mm. pressure; nD20 : 1.5462; d2020 : 1.2290 (intermediate 1).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US04766125uspto-grants-1988_08