Hydrochloric Acid → Acemetacin

HRID 542586

反応式

HRID 542586 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

HCID 1981Acemetacin

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-f58d4d42e84347c99776474a7ff89b38
出典データセット
uspto-grants-1987_04
特許番号
US04658039

関連ノート

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