Piperidine → 3-(4-Methoxyphenylsulfanyl)-4-phenylbutyric acid

HRID 1107113ノート

反応式

HRID 1107113 の反応式
[C:1]1([CH2:7][CH:8]=[CH:9][C:10]([OH:12])=[O:11])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:13][O:14][C:15]1[CH:20]=[CH:19][C:18]([SH:21])=[CH:17][CH:16]=1.N1CCCCC1>>[CH3:13][O:14][C:15]1[CH:20]=[CH:19][C:18]([S:21][CH:8]([CH2:7][C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH2:9][C:10]([OH:12])=[O:11])=[CH:17][CH:16]=1

参加物

4

反応物 3

HCID 8082PiperidineHCID 127654-MethoxybenzenethiolHCID 534018584-Phenyl-2-butenoic acid

生成物 1

HCID 106381083-(4-Methoxyphenylsulfanyl)-4-phenylbutyric acid収率 82%

反応条件

温度
110 °C

実験手順

A mixture of 2 g (12.53 mmol) of 4-phenylbut-2-enoic acid, 1.8 mL (14.8 mmol) of 4-methoxybenzenethiol, and 0.4 mL (3.7 mmol) of piperidine is heated at 110° C. in a bomb for 18 hours. The reaction is partitioned between ethyl ether and 1N HCl. The organic layer is dried over anhydrous MgSO4 and concentrated in vacuo. Purification by flash silica gel chromatography affords 3.07 g (82%) of 3-(4-methoxyphenylsulfanyl)-4-phenylbutyric acid as a white crystalline solid.

後処理

  1. customThe reaction is partitioned between ethyl ether and 1N HCl
  2. dry with materialThe organic layer is dried over anhydrous MgSO4
  3. concentrationconcentrated in vacuo
  4. customPurification by flash silica gel chromatography

出典と根拠

ORDレコード
ord-46b1720d905f4b3b9480bf6bc7369970
出典データセット
uspto-grants-2000_05
特許番号
US06057369

反応ノート

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