Ammonia → 8-Nitro-2,3,4,5-tetrahydro-1H-1-benzazepine

HRID 470095

反応式

HRID 470095 の反応式
[NH:1]1[CH2:7][CH2:6][CH2:5][CH2:4][C:3]2[CH:8]=[CH:9][CH:10]=[CH:11][C:2]1=2.[N+:12]([O-])([O-:14])=[O:13].[K+].N>OS(O)(=O)=O>[N+:12]([C:10]1[CH:9]=[CH:8][C:3]2[CH2:4][CH2:5][CH2:6][CH2:7][NH:1][C:2]=2[CH:11]=1)([O-:14])=[O:13]

参加物

5

反応物 3

HCID 222AmmoniaHCID 24434Potassium NitrateHCID 5765032,3,4,5-tetrahydro-1H-1-benzazepine

生成物 1

HCID 468640718-Nitro-2,3,4,5-tetrahydro-1H-1-benzazepine収率 52%

試薬・触媒・溶媒 1

HCID 1118Sulfuric Acid溶媒

実験手順

At −10° C., 2,3,4,5-tetrahydro-1H-benzo[b]azepine (1.9 g, 13 mmol) was added dropwise to a solution of KNO3 (3 g, 30 mmol) in H2SO4 (50 mL). The mixture was stirred for 40 min, poured over crushed ice, basified with aq. ammonia to pH 13, and extracted with EtOAc. The combined organic phases were washed with brine, dried over Na2SO4 and concentrated to give 8-nitro-2,3,4,5-tetrahydro-1H-benzo[b]azepine as a black solid (1.3 g, 51%), which was used without further purification.

後処理

  1. additionpoured
  2. customover crushed ice
  3. extractionextracted with EtOAc
  4. washThe combined organic phases were washed with brine
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-e336d8324b074b49ac8c1888df55b31b
出典データセット
uspto-grants-2014_01
特許番号
US08629162B2

関連ノート

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