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

HRID 43276
ノート
印刷プレビュー

反応式

HRID 43276 の反応式
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]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 679
Dimethyl Sulfoxide
溶媒

反応条件

温度
60 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-0b765a27ecc84227ad29661102c5ddc6
出典データセット
uspto-grants-2013_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08536343B2

反応ノート

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