Hydrochloric Acid → Acemetacin

HRID 542586

반응식

HRID 542586 반응식
[Cl:1][C:2]1[CH:32]=[CH:31][C:5]([C:6]([N:8]2[C:16]3[C:11](=[CH:12][C:13]([O:17][CH3:18])=[CH:14][CH:15]=3)[C:10]([CH2:19][C:20]([O:22][CH2:23][C:24]([O:26]CC=C)=[O:25])=[O:21])=[C:9]2[CH3:30])=[O:7])=[CH:4][CH:3]=1.N1CCCCC1.Cl>O1CCCC1>[CH3:30][C:9]1[N:8]([C:6]([C:5]2[CH:31]=[CH:32][C:2]([Cl:1])=[CH:3][CH:4]=2)=[O:7])[C:16]2[CH:15]=[CH:14][C:13]([O:17][CH3:18])=[CH:12][C:11]=2[C:10]=1[CH2:19][C:20]([O:22][CH2:23][C:24]([OH:26])=[O:25])=[O:21]

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 8082PiperidineHCID 13654465Allyl 1-(4-chlorobenzoyl)-5-methoxy-2-methyl-3-indoleacetoxyacetate

생성물 1

HCID 1981Acemetacin

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

0.003 mole of tetrakis-triphenylphosphine-palladium-(O) is added to 0.03 mole of acemetacin allyl ester in 50 ml of tetrahydrofuran, under nitrogen. 0.3 mole of piperidine is added dropwise at 20°-25° C., with stirring, and stirring is then continued for 2 hours at room temperature (check by thin layer chromatography). 200 ml of half-concentrated hydrochloric acid are added dropwise with cooling, the phases are separated off, the aqueous phase is extracted twice with methylene chloride and the combined organic phases are evaporated in vacuo. The residue is recrystallised from toluene.

후처리

  1. stirringstirring
  2. temperaturewith cooling
  3. customthe phases are separated off
  4. extractionthe aqueous phase is extracted twice with methylene chloride
  5. customthe combined organic phases are evaporated in vacuo
  6. customThe residue is recrystallised from toluene

출처 및 근거

ORD 기록
ord-f58d4d42e84347c99776474a7ff89b38
출처 데이터셋
uspto-grants-1987_04
특허 번호
US04658039

연결된 노트

불러오는 중…