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

HRID 1759312ノート

反応式

HRID 1759312 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 7909Methyl Isobutyl Ketone溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-0225836f782542a790b19ea8bf85e5a3
出典データセット
uspto-grants-1982_07
特許番号
US04340595

反応ノート

読み込み中…