Acetyl chloride → Tert-butyl 4-(4-acetamidophenylthio)piperidine-1-carboxylate

HRID 624278ノート

反応式

HRID 624278 の反応式
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][CH:9]2[CH2:14][CH2:13][N:12]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:11][CH2:10]2)=[CH:4][CH:3]=1.C(N(CC)CC)C.[C:29](Cl)(=[O:31])[CH3:30]>ClCCl.O>[C:29]([NH:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][CH:9]2[CH2:10][CH2:11][N:12]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:13][CH2:14]2)=[CH:4][CH:3]=1)(=[O:31])[CH3:30]

参加物

6

反応物 3

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 18538812Tert-butyl 4-(4-aminophenylthio)piperidine-1-carboxylate

生成物 1

HCID 68752092Tert-butyl 4-(4-acetamidophenylthio)piperidine-1-carboxylate

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒2 回

反応条件

温度
-78 °C

実験手順

To a 10 mL round-bottomed flask was added tert-butyl 4-(4-aminophenylthio)piperidine-1-carboxylate (100 mg, 0.324 mmol) and triethylamine (249 μl, 1.783 mmol) in dichloromethane (3242 μl). The mixture was cooled to −78° C. and acetyl chloride (115 μl, 1.621 mmol) was added. The solution was warmed to room temperature, stirred for 1 h and then diluted with water and additional dichloromethane. The aqueous phase was extracted twice with dichloromethane and the combined organics were dried with sodium sulfate, filtered and concentrated to give the title compound.

後処理

  1. temperatureThe solution was warmed to room temperature
  2. extractionThe aqueous phase was extracted twice with dichloromethane
  3. dry with materialthe combined organics were dried with sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-b2f3763f6c3244079a729d30c90f60d0
出典データセット
uspto-grants-2016_04
特許番号
US09302989B2

反応ノート

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