Reaktion #2186167

ord-57713df33581498f99fa8fadf49d8c48

Reaktionsgleichung

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
Ausbeute 115.4%

Edukte

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

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThe mixture was then reacted at the temperature of the previous step for 17 hours
  2. 2
    Filtrationfiltered
  3. 3
    Waschenwashed with cold acetone

Vorschrift

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.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07569211B2uspto-grants-2009_08