반응 #213874

반응 방정식

methyl ester

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

tetrahydrofuran

hydrochloric acid

→

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

용매

water

반응 조건

후처리

1. 1
   온도The solution was cooled
2. 2
   workup.ADDITIONdiluted with 5 ml
3. 3
   추출of water and then extracted four times with a total of 15 ml
4. 4
   건조The organic phase was dried over sodium sulfate
5. 5
   농축concentrated in vacuo
6. 6
   기타The resulting residue was triturated with dichloromethane and crystals
7. 7
   기타formed
8. 8
   세척which were washed with dichloromethane
9. 9
   기타dried
10. 10
    기타to give 10.1 mg
11. 11
    농축The mother liquor on concentration in vacuo
12. 12
    기타also crystallized
13. 13
    기타to give 13.3 mg

실험 절차

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.

출처