Реакция #2186167

ord-57713df33581498f99fa8fadf49d8c48

Уравнение реакции

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
Выход 115.4%

Реактанты

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

Реагенты

Нет

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    ДругоеThe mixture was then reacted at the temperature of the previous step for 17 hours
  2. 2
    Фильтрацияfiltered
  3. 3
    Промывкаwashed with cold acetone

Методика

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.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US07569211B2uspto-grants-2009_08