Reaktion #213874

Reaktionsgleichung

methyl ester

3-Carbomethoxymethyl-4-oxo-5-phthalimido-1,3-thiazine

tetrahydrofuran

hydrochloric acid

→

3-Carboxymethyl-4-oxo-5-phthalimido-1,3-thiazine

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe solution was cooled
2. 2
   workup.ADDITIONdiluted with 5 ml
3. 3
   Extraktionof water and then extracted four times with a total of 15 ml
4. 4
   TrocknenThe organic phase was dried over sodium sulfate
5. 5
   Einengenconcentrated in vacuo
6. 6
   SonstigeThe resulting residue was triturated with dichloromethane and crystals
7. 7
   Sonstigeformed
8. 8
   Waschenwhich were washed with dichloromethane
9. 9
   Sonstigedried
10. 10
    Sonstigeto give 10.1 mg
11. 11
    EinengenThe mother liquor on concentration in vacuo
12. 12
    Sonstigealso crystallized
13. 13
    Sonstigeto give 13.3 mg

Vorschrift

A 24 mg. (0.07 mmole) sample of the methyl ester product obtained in Step A. above, in a solution of 1.5 ml. of tetrahydrofuran, 0.5 ml. of water, and 0.25 ml. of concentrated hydrochloric acid, was refluxed under nitrogen for 3.5 hrs. The solution was cooled and diluted with 5 ml. of water and then extracted four times with a total of 15 ml. of dichloromethane. The organic phase was dried over sodium sulfate and concentrated in vacuo. The resulting residue was triturated with dichloromethane and crystals formed, which were washed with dichloromethane and dried to give 10.1 mg. of product having a m.p. of 227°-228° C. The mother liquor on concentration in vacuo also crystallized to give 13.3 mg. of product.

Quelle