Methyl chloroformate → Methyl 1,2,4,5-tetrahydro-3h-3-benzazepine-3-carboxylate

HRID 327399ノート

反応式

HRID 327399 の反応式
[OH-].[Na+].[CH2:3]1[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[CH2:7][CH2:6][NH:5][CH2:4]1.Cl[C:15]([O:17][CH3:18])=[O:16]>O>[CH3:18][O:17][C:15]([N:5]1[CH2:4][CH2:3][C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[CH2:7][CH2:6]1)=[O:16]

参加物

5

反応物 3

HCID 6586Methyl chloroformateHCID 14798Sodium HydroxideHCID 14002432,3,4,5-Tetrahydro-1H-benzo(d)azepine

生成物 1

HCID 22219599Methyl 1,2,4,5-tetrahydro-3h-3-benzazepine-3-carboxylate収率 958.5%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

In 150 ml of water was dissolved 4.13 g (0.10 mol). of sodium hydroxide. To the solution was added 15.27 g (10.4 mmol.) of 2,3,4,5-tetrahydro-1H-3-benzazepine. The reaction mixture was cooled with ice, and there was added dropwise 7.9 ml (0.10 mol.) of methyl chloroformate. The mixture was stirred for 2.5 hours at room temperature, then extracted with dichloromethane. The extract was dried over anhydrous sodium sulfate and the solvent was distilled off to leave 20.46 g (96%) of 3-methoxycarbonyl-2,3,4,5-tetrahydro-1H-3-benzazepine as colorless crystals. Recrystallization from diethyl ether--n-hexane gave colorless needles, m.p. 53°-54° C. Elemental Analysis for C12H15NO2 :

後処理

  1. temperatureThe reaction mixture was cooled with ice, and there
  2. extractionextracted with dichloromethane
  3. dry with materialThe extract was dried over anhydrous sodium sulfate
  4. distillationthe solvent was distilled off

出典と根拠

ORDレコード
ord-8bfa6c66847e4a33a09e03227af4c389
出典データセット
uspto-grants-1993_12
特許番号
US05273974

反応ノート

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