Piperidine → 1-[3-(4-Iodophenoxy)propyl]piperidine

HRID 1095830ノート

反応式

HRID 1095830 の反応式
Cl[CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([I:12])=[CH:8][CH:7]=1.[NH:13]1[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1>>[I:12][C:9]1[CH:10]=[CH:11][C:6]([O:5][CH2:4][CH2:3][CH2:2][N:13]2[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]2)=[CH:7][CH:8]=1

参加物

3

反応物 2

HCID 8082PiperidineHCID 158955201-(3-Chloropropoxy)-4-iodobenzene

生成物 1

HCID 23047731-[3-(4-Iodophenoxy)propyl]piperidine収率 72.1%

反応条件

温度
85 °C

実験手順

1-[(3-chloropropyl)oxy]-4-iodobenzene (10 g, 33.7 mmol) and piperidine (2.87 g, 67.4 mmol) were mixed, and stirred at 85° C. for 4 hours. After cooled to room temperature, this was concentrated, and the residue was dissolved in ethyl acetate, washed with aqueous saturated sodium hydrogencarbonate solution and saturated saline, and the organic layer was dried with sodium sulfate. The solvent was evaporated off, and the residue was purified through silica gel column chromatography (eluate: ethyl acetate/hexane=50/50 to chloroform/methanol=10/1) to obtain the entitled compound (8.39 g, 72%) as a brown solid.

後処理

  1. temperatureAfter cooled to room temperature
  2. concentrationthis was concentrated
  3. dissolutionthe residue was dissolved in ethyl acetate
  4. washwashed with aqueous saturated sodium hydrogencarbonate solution and saturated saline
  5. dry with materialthe organic layer was dried with sodium sulfate
  6. customThe solvent was evaporated off
  7. customthe residue was purified through silica gel column chromatography (eluate: ethyl acetate/hexane=50/50 to chloroform/methanol=10/1)

出典と根拠

ORDレコード
ord-caa1868cda204496aeafa1ddeaad0e28
出典データセット
uspto-grants-2012_03
特許番号
US08138206B2

反応ノート

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