Water → 3-(Piperidin-1-yl)phenol

HRID 1516144노트

반응식

HRID 1516144 반응식
[NH2:1][C:2]1[CH:3]=[C:4]([OH:8])[CH:5]=[CH:6][CH:7]=1.C(=O)(O)[O-].[Na+].Br[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19]Br.O>C1(C)C=CC=CC=1.C(OCC)(=O)C>[N:1]1([C:2]2[CH:3]=[C:4]([OH:8])[CH:5]=[CH:6][CH:7]=2)[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1

참가 물질

7

반응물 4

HCID 962WaterHCID 81001,5-DibromopentaneHCID 115683-AminophenolHCID 516892Sodium Bicarbonate

생성물 1

HCID 2298553-(Piperidin-1-yl)phenol수율 73%

시약·촉매·용매 2

HCID 1140Toluene용매HCID 8857Ethyl Acetate용매

실험 절차

10.91 g (100 mmol) of 3-aminophenol was dissolved in 100 ml of toluene, and 18.5 g (220 mmol) of sodium bicarbonate and 16.0 ml (110 mmol) of 1,5-dibromopentane were added thereto, followed by refluxing the resulting mixture for 17 hours. The reaction mixture was cooled to room temperature, and 100 ml of water and 100 ml of ethyl acetate were added thereto. The water layer was separated, extracted twice with 100 ml portions of ethyl acetate, and the organic layers were combined, dried over anhydrous MgSO4, and concentrated under a reduced pressure. The concentrate was subjected to column chromatography using 20% ethyl acetate/hexane as an eluent to obtain 12.9 g (yield 73%) of 3-(piperidin-1-yl)phenol as a solid.

후처리

  1. temperatureby refluxing the resulting mixture for 17 hours
  2. customThe water layer was separated
  3. extractionextracted twice with 100 ml portions of ethyl acetate
  4. dry with materialdried over anhydrous MgSO4
  5. concentrationconcentrated under a reduced pressure

출처 및 근거

ORD 기록
ord-c3b3bf78f1c746b1b065eaf16d72e4b1
출처 데이터셋
uspto-grants-2012_07
특허 번호
US08227456B2

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