Reacción #2186169

ord-221d7290e5c645c6ac17e0206b9ea75c

Ecuación de reacción

CC(C)=O
acetone
O=S(=O)(O)O
sulfuric acid
O=C1O[C@H]([C@@H](O)CO)C(O)=C1O
L-ascorbic acid
→
CC1(C)OCC(C2OC(=O)C(O)=C2O)O1
5,6-O-isopropylidene-L-ascorbic acid
Rendimiento 115.4%

Reactantes

CC(C)=O
acetone
O=S(=O)(O)O
sulfuric acid
O=C1O[C@H]([C@@H](O)CO)C(O)=C1O
L-ascorbic acid

Reactivos

Ninguno

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    OtroThe mixture was then reacted at the temperature of the previous step for 17 hours
  2. 2
    Filtraciónfiltered
  3. 3
    Lavadowashed with cold acetone

Procedimiento

With nitrogen substitution, 557.8 grams (9.6 moles) of acetone was cooled to −5 degrees C., 54.3 grams (0.2 moles) of 28% fuming sulfuric acid was dripped, and 176.1 grams (1.0 mole) of L-ascorbic acid was added. The mixture was then reacted at the temperature of the previous step for 17 hours, filtered and washed with cold acetone to obtain 249.5 grams of 5,6-O-isopropylidene-L-ascorbic acid (86.7% in purity) in the form of a wet cake.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07569211B2uspto-grants-2009_08