Benzylamine → N-[6-[4-(4-Nitrophenyl)butoxy]hexyl]benzenemethanamine

HRID 1721960노트

반응식

HRID 1721960 반응식
Br[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][O:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]1[CH:18]=[CH:17][C:16]([N+:19]([O-:21])=[O:20])=[CH:15][CH:14]=1.[CH2:22]([NH2:29])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>Cl>[N+:19]([C:16]1[CH:17]=[CH:18][C:13]([CH2:12][CH2:11][CH2:10][CH2:9][O:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][NH:29][CH2:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)=[CH:14][CH:15]=1)([O-:21])=[O:20]

참가 물질

4

반응물 2

HCID 7504BenzylamineHCID 200714241-(4-((6-Bromohexyl)oxy)butyl)-4-nitrobenzene

생성물 1

HCID 20029789N-[6-[4-(4-Nitrophenyl)butoxy]hexyl]benzenemethanamine

시약·촉매·용매 1

HCID 313Hydrochloric Acid용매

실험 절차

1-[4-[(6-Bromohexyl)oxy]butyl]-4-nitrobenzene (8.0 g) was added dropwise to benzylamine (30 ml) at 110°. The solution was heated at 110°-120° for 2 h, treated with hydrochloric acid (2M; 200 ml), and extracted with ethyl acetate (2×150 ml). The organic extract was washed with aqueous sodium carbonate (150 ml) and brine (150 ml), dried and evaporated. The residue was purified by FCC eluting with ether to give the title compound as a pale yellow oil (5.9 g). T.l.c. Ether Rf 0.15.

후처리

  1. temperatureThe solution was heated at 110°-120° for 2 h
  2. extractionextracted with ethyl acetate (2×150 ml)
  3. extractionThe organic extract
  4. washwas washed with aqueous sodium carbonate (150 ml) and brine (150 ml)
  5. customdried
  6. customevaporated
  7. customThe residue was purified by FCC
  8. washeluting with ether

출처 및 근거

ORD 기록
ord-b8b288a265c943239010e50fc974339e
출처 데이터셋
uspto-grants-1989_08
특허 번호
US04853381

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