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tert-butyl 1-(3-methylbut-2-enoyl)-2,3-dihydro-1H-benzo[e][1,4]diazepine-4(5H)-carboxylate → tert-butyl 8,8-dimethyl-6-oxo-3,4,7,8-tetrahydro-1H-[1,4]diazepino[6,7,1-ij]quinoline-2(6H)-carboxylate

HRID 1754541
ノート
印刷プレビュー

反応式

HRID 1754541 の反応式
[CH3:1][C:2]([CH3:24])=[CH:3][C:4]([N:6]1[C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=2[CH2:10][N:9]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[CH2:8][CH2:7]1)=[O:5]>[Hg]>[CH3:1][C:2]1([CH3:24])[C:13]2[C:12]3=[C:11]([CH2:10][N:9]([C:17]([O:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:18])[CH2:8][CH2:7][N:6]3[C:4](=[O:5])[CH2:3]1)[CH:16]=[CH:15][CH:14]=2
参加物実験手順後処理出典と根拠反応ノート

参加物

3

反応物 1

HCID 86712747tert-butyl 1-(3-methylbut-2-enoyl)-2,3-dihydro-1H-benzo[e][1,4]diazepine-4(5H)-carboxylate

生成物 1

HCID 86712748tert-butyl 8,8-dimethyl-6-oxo-3,4,7,8-tetrahydro-1H-[1,4]diazepino[6,7,1-ij]quinoline-2(6H)-carboxylate収率 61.1%

試薬・触媒・溶媒 1

HCID 23931Mercury触媒

実験手順

A solution of 0.33 g (1.0 mmol) of tert-butyl 1-(3-methylbut-2-enoyl)-2,3-dihydro-1H-benzo[e][1,4]diazepine-4(5H)-carboxylate of step 1.1 was irradiated with a 150 W mercury lamp in a immersion well reactor with a pyrex filter in 20 mL of acetone until completion of the reaction monitored by liquid chromatography. The solution was concentrated in vacuo and the residue was purified by column chromatography on silica (eluent: 10-30% ethyl acetate in heptane) to yield 202 mg of the title compound as a beige solid.

後処理

  1. filtrationfilter in 20 mL of acetone until completion of the reaction
  2. concentrationThe solution was concentrated in vacuo
  3. customthe residue was purified by column chromatography on silica (eluent: 10-30% ethyl acetate in heptane)

出典と根拠

ORDレコード
ord-9110e5e19b7f437b86b2780d6c91a2ce
出典データセット
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09169253B2

反応ノート

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