Dimethyl Sulfate → 1-(4,5-Dimethoxy-2-methoxycarbonylphenyl)-3,4-dihydroisoquinoline

HRID 65689노트

반응식

HRID 65689 반응식
S([O:6][CH3:7])(OC)(=O)=O.O[C:9]12[C:25]3[C:20](=[CH:21][C:22]([O:28][CH3:29])=[C:23]([O:26][CH3:27])[CH:24]=3)[C:19](=[O:30])[N:10]1[CH2:11][CH2:12][C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][C:18]=12>CO>[CH3:29][O:28][C:22]1[C:23]([O:26][CH3:27])=[CH:24][C:25]([C:9]2[C:18]3[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=3)[CH2:12][CH2:11][N:10]=2)=[C:20]([C:19]([O:6][CH3:7])=[O:30])[CH:21]=1

참가 물질

4

반응물 2

HCID 6497Dimethyl SulfateHCID 2275755212b-Hydroxy-10,11-dimethoxy-5,6,8,12b-tetrahydro-isoindolo[1,2-a]isoquinol-8-one

생성물 1

HCID 227575571-(4,5-Dimethoxy-2-methoxycarbonylphenyl)-3,4-dihydroisoquinoline

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

Dimethyl sulphate (48 cc) is added to a suspension of 12b-hydroxy-10,11-dimethoxy-5,6,8,12b-tetrahydroisoindolo[1,2-a]isoquinol-8-one (80.65 g) in methanol (563 cc) and the reaction mixture is heated under reflux for 6 hours. After concentration to 100 cc and the successive addition of water (300 cc) and then of 10N sodium hydroxide (70 cc), the mixture is extracted three times with ethyl acetate (total 400 cc). The combined organic solutions are washed three times with distilled water (total 400 cc), dried over anhydrous sodium sulphate, treated with decolourising charcoal (1 g), filtered and evaporated. 1-(4,5-Dimethoxy-2-methoxycarbonylphenyl)-3,4-dihydroisoquinoline (67.8 g), melting at 133° C., is thus obtained.

후처리

  1. temperaturethe reaction mixture is heated
  2. temperatureunder reflux for 6 hours
  3. concentrationAfter concentration to 100 cc
  4. additionthe successive addition of water (300 cc)
  5. extractionof 10N sodium hydroxide (70 cc), the mixture is extracted three times with ethyl acetate (total 400 cc)
  6. washThe combined organic solutions are washed three times with distilled water (total 400 cc)
  7. dry with materialdried over anhydrous sodium sulphate
  8. additiontreated with decolourising charcoal (1 g)
  9. filtrationfiltered
  10. customevaporated

출처 및 근거

ORD 기록
ord-6f9b99b6e68b4a00819632ca9a5ba3aa
출처 데이터셋
uspto-grants-1978_12
특허 번호
US04128650

반응 노트

불러오는 중…