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

HRID 74058

반응식

HRID 74058 반응식
[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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 1118Sulfuric Acid용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-4408e440c14949c580c69743d4cbf49b
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08829204B2

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