Water → 2,3-Bis(piperidinomethyl)naphthalene dihydrochloride

HRID 461448노트

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HRID 461448 반응식
[N:1]1([CH2:7][C:8]2[CH:17]=[CH:16][C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[CH:9]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C([Li])CCC.[Cl:23][CH2:24][N:25]1[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]1.O>CCOCC>[ClH:23].[ClH:23].[N:1]1([CH2:7][C:8]2[C:17]([CH2:24][N:25]3[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]3)=[CH:16][C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[CH:9]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

참가 물질

6

반응물 4

HCID 962WaterHCID 204543Piperidine, 1-(2-naphthalenylmethyl)-HCID 11974404N-chloromethylpiperidineHCID 178418339Butyllithium

생성물 1

HCID 213937412,3-Bis(piperidinomethyl)naphthalene dihydrochloride

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

To a stirred solution of 2-piperidinomethylnaphthalene (5.6 g) in dry ether (200 ml) was added, under nitrogen, a 1.5M ethereal solution of butyl lithium (18.3 ml) and the mixture was kept at room temperature for 24 hours. N-(Chloromethyl)piperidine (7.34 g) was added, the mixture was heated under reflux for 1 hour, and poured into water (1 l). The precipitated material was extracted into ether, the extract was washed with water, dried over anhydrous magnesium sulphate and evaporated to dryness. The residue was purified by chromatography on silica and an ethereal solution of the product was treated with ethereal hydrogen chloride. 1,2-Bis(piperidinomethyl)naphthalene dihydrochloride crystallised from propan-2-ol as prisms, m.p. 240°.

후처리

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 1 hour
  3. extractionThe precipitated material was extracted into ether
  4. washthe extract was washed with water
  5. dry with materialdried over anhydrous magnesium sulphate
  6. customevaporated to dryness
  7. customThe residue was purified by chromatography on silica
  8. additionan ethereal solution of the product was treated with ethereal hydrogen chloride
  9. custom1,2-Bis(piperidinomethyl)naphthalene dihydrochloride crystallised from propan-2-ol as prisms, m.p. 240°

출처 및 근거

ORD 기록
ord-4150f064f5894e67a7a8a6d4a73e9703
출처 데이터셋
uspto-grants-1977_12
특허 번호
US04062955

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