2-(3-Bromo-propoxy)-5-nitro-biphenyl → 6-(3-Bromo-propoxy)-biphenyl-3-ylamine

HRID 895357노트

반응식

HRID 895357 반응식
[Br:1][CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([N+:12]([O-])=O)=[CH:8][C:7]=1[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>C(O)C.Cl>[Br:1][CH2:2][CH2:3][CH2:4][O:5][C:6]1[C:7]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[CH:8][C:9]([NH2:12])=[CH:10][CH:11]=1

참가 물질

4

반응물 1

HCID 223531762-(3-Bromo-propoxy)-5-nitro-biphenyl

생성물 1

HCID 223532056-(3-Bromo-propoxy)-biphenyl-3-ylamine수율 52%

시약·촉매·용매 2

HCID 313Hydrochloric Acid용매HCID 702Ethanol용매

실험 절차

2-(3-Bromo-propoxy)-5-nitro-biphenyl (q, 530 mg, 1.57 mmol) was refluxed with stannous chloride hydrate (1.1 g, 4.8 mmol) in 5 mL ethanol and 3 mL concentrated HCl. After 1.5 hours, the solvent was evaporated and the mixture was basified with 2N NaOH. The mixture was then extracted with DCM, dried and evaporated, affording 250 mg 6-(3-bromo-propoxy)-biphenyl-3-ylamine (r) in 50% yield: 1H NMR (500 MHz, CDCl3): 7.3 (m, 5H), 6.7 (m, 3H), 4.2 (bs, 2H), 3.9 (m, 2H), 3.5 (m, 2H) and 2.1 (2H).

후처리

  1. customthe solvent was evaporated
  2. extractionThe mixture was then extracted with DCM
  3. customdried
  4. customevaporated

출처 및 근거

ORD 기록
ord-ffa4c46eb8b54fd8800d6c8ff994ca46
출처 데이터셋
uspto-grants-2005_07
특허 번호
US06916798B2

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