Reacción #1502

ord-169f88b27a294c15b3d94e8de0e682c6

Ecuación de reacción

O=C(Cl)OCCl
Chloromethyl chloroformate
CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C
cholesterol
c1ccncc1
Pyridine
CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@](O)(C(=O)OCCl)CC[C@]4(C)[C@H]3CC[C@]12C
3-(Chloromethoxycarbonyl) Cholesterol

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    TemperaturaThe solution was cooled
  2. 2
    TemperaturaHeat
  3. 3
    Otrowas produced
  4. 4
    Otrothe reaction gave a clear solution from
  5. 5
    Lavadowashed with 0.5M HCl (50 ml) and water (3×25 ml)
  6. 6
    OtroAfter treatment with MgSO4, the solution was evaporated to dryness

Procedimiento

Chloromethyl chloroformate (1.96 g, 15.2 mmol) and cholesterol (5.0 g, 12.9 mmol) was dissolved in CH2Cl2 (10 ml). The solution was cooled. Pyridine (1.21 g, 15.3 mmol) was dripped into the stirred solution over 5 minutes. Heat was produced and the reaction gave a clear solution from a somewhat unclear starting solution. After 24 hours at room temperature, the mixture was diluted with CH2Cl2 (50 ml), washed with 0.5M HCl (50 ml) and water (3×25 ml). After treatment with MgSO4, the solution was evaporated to dryness.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05725840uspto-grants-1998_03