Potassium Carbonate → 1,3,4,5-Tetrahydro-6-(2-oxiranylmethoxy)-2H-1-benzazepin-2-one

HRID 1759312노트

반응식

HRID 1759312 반응식
[OH:1][C:2]1[C:7]2[CH2:8][CH2:9][CH2:10][C:11](=[O:13])[NH:12][C:6]=2[CH:5]=[CH:4][CH:3]=1.[CH2:14]([CH:16]1[O:18][CH2:17]1)Br.C(=O)([O-])[O-].[K+].[K+]>C(C(C)=O)C(C)C>[O:18]1[CH2:17][CH:16]1[CH2:14][O:1][C:2]1[C:7]2[CH2:8][CH2:9][CH2:10][C:11](=[O:13])[NH:12][C:6]=2[CH:5]=[CH:4][CH:3]=1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 18430EpibromohydrinHCID 99422906-Hydroxy-1,3,4,5-tetrahydro-2H-1-benzazepin-2-one

생성물 1

HCID 232893091,3,4,5-Tetrahydro-6-(2-oxiranylmethoxy)-2H-1-benzazepin-2-one수율 60%

시약·촉매·용매 1

HCID 7909Methyl Isobutyl Ketone용매

실험 절차

5.3 g (0.03 mole) of 6-hydroxy-2,3,4,5-tetrahydro-1H-benzazepin-2-one, 5 ml of epibromohydrin and 4.5 g of potassium carbonate in 250 ml of methyl isobutyl ketone are refluxed for 48 hours. After the mixture has cooled, it is filtered and the filtrate is concentrated under reduced pressure on a rotary evaporator. The residue is recrystallized from cyclohexane in the presence of animal charcoal. 4.2 g (60% yield) of 6-(2,3-epoxy-propoxy)-2,3,4,5-tetrahydro-1H-1-benzazepin-2-one, of melting point 121°-123° C., are obtained.

후처리

  1. temperatureAfter the mixture has cooled
  2. filtrationit is filtered
  3. concentrationthe filtrate is concentrated under reduced pressure on a rotary evaporator
  4. customThe residue is recrystallized from cyclohexane in the presence of animal charcoal

출처 및 근거

ORD 기록
ord-0225836f782542a790b19ea8bf85e5a3
출처 데이터셋
uspto-grants-1982_07
특허 번호
US04340595

반응 노트

불러오는 중…