Acetic Acid → Acemetacin

HRID 1659165

반응식

HRID 1659165 반응식
C(O[CH:5]([O:12][C:13](=[O:36])[CH2:14][C:15]1[C:23]2[C:18](=[CH:19][CH:20]=[C:21]([O:24][CH3:25])[CH:22]=2)[N:17]([C:26](=[O:34])[C:27]2[CH:32]=[CH:31][C:30]([Cl:33])=[CH:29][CH:28]=2)[C:16]=1[CH3:35])C1C=CC=CC=1)(=O)C.[C:37]([OH:40])(=[O:39])C>[C].[Pd]>[Cl:33][C:30]1[CH:31]=[CH:32][C:27]([C:26]([N:17]2[C:18]3[C:23](=[CH:22][C:21]([O:24][CH3:25])=[CH:20][CH:19]=3)[C:15]([CH2:14][C:13]([O:12][CH2:5][C:37]([OH:40])=[O:39])=[O:36])=[C:16]2[CH3:35])=[O:34])=[CH:28][CH:29]=1

참가 물질

4

반응물 2

HCID 176Acetic AcidHCID 70621351[1-(p-Chlorobenzoyl)-5-methoxy-2-methyl-3-indoleacetoxy]-benzyl acetate

생성물 1

HCID 1981Acemetacin

시약·촉매·용매 1

HCID 178418390HCID 178418390, 화합물촉매

실험 절차

25.4 g (0.050 mol) of [1-(p-chlorobenzoyl)-5-methoxy-2-methyl-3-indoleacetoxy]-benzyl acetate were dissolved in 400 ml of glacial acetic acid and hydrogenated on 2.0 g of palladium carbon at room temperature. After the absorption of hydrogen had finished (1 hour), the catalyst was filtered off, the filtrate was concentrated by evaporation under vacuum and the compound was caused to crystallise by adding petroleum ether. The compound melted at 149.5°-150.5°C (determined on the micro-Kofler bench); the yield was 19.4 g which corresponds to 93% of the theoretical yield.

후처리

  1. customAfter the absorption of hydrogen
  2. custom(1 hour)
  3. filtrationthe catalyst was filtered off
  4. concentrationthe filtrate was concentrated by evaporation under vacuum
  5. customto crystallise
  6. additionby adding petroleum ether

출처 및 근거

ORD 기록
ord-ab3ee72757984b029418cf8de4248ca2
출처 데이터셋
uspto-grants-1976_06
특허 번호
US03966956

연결된 노트

불러오는 중…