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Water → 4-(3-{4-[3-(4-Cyanophenoxy)propyl]-1-piperidinyl}propoxy)benzonitrile

HRID 43276
노트
인쇄 미리보기

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HRID 43276 반응식
CS([O:5][CH2:6][CH2:7][CH2:8][CH:9]1[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][CH2:17][O:18][C:19]2[CH:24]=[CH:23][C:22]([C:25]#[N:26])=[CH:21][CH:20]=2)[CH2:11][CH2:10]1)(=O)=O.C(=O)([O-])[O-].[K+].[K+].[C:33]([C:35]1[CH:40]=[CH:39][C:38](O)=[CH:37][CH:36]=1)#[N:34].O>CS(C)=O>[C:33]([C:35]1[CH:40]=[CH:39][C:38]([O:5][CH2:6][CH2:7][CH2:8][CH:9]2[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][CH2:17][O:18][C:19]3[CH:24]=[CH:23][C:22]([C:25]#[N:26])=[CH:21][CH:20]=3)[CH2:11][CH2:10]2)=[CH:37][CH:36]=1)#[N:34]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 130194-CyanophenolHCID 866383033-{1-[3-(4-Cyanophenoxy)propyl]-4-piperidinyl}propyl methanesulfonate

생성물 1

HCID 162222054-(3-{4-[3-(4-Cyanophenoxy)propyl]-1-piperidinyl}propoxy)benzonitrile수율 92.3%

시약·촉매·용매 1

HCID 679
Dimethyl Sulfoxide
용매

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온도
60 °C

실험 절차

Into a solution of 91.9 g of 3-{1-[3-(4-cyanophenoxy)propyl]-4-piperidinyl}propyl methanesulfonate in 460 mL of dimethylsulfoxide, 66.9 g of potassium carbonate and 28.8 g of 4-cyanophenol were added at room temperature, and the solution was stirred at 60° C. for 2 hours. To the reaction mixture, after being cooled down to room temperature, 640 mL of water was dropped over 20 min, and then the mixture was stirred at room temperature for 35 min, and under water cooling for 30 min. The solid matter was collected by filtration, and washed twice with 180 mL of water and then 360 mL of 2-propanol to obtain 90.0 g of 4-(3-{4-[3-(4-cyanophenoxy)propyl]-1-piperidinyl}propoxy)benzonitrile as a white solid.

후처리

  1. temperatureTo the reaction mixture, after being cooled down to room temperature
  2. stirringthe mixture was stirred at room temperature for 35 min
  3. waitunder water cooling for 30 min
  4. filtrationThe solid matter was collected by filtration
  5. washwashed twice with 180 mL of water

출처 및 근거

ORD 기록
ord-0b765a27ecc84227ad29661102c5ddc6
출처 데이터셋
uspto-grants-2013_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08536343B2

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