Water → N-[(thiophen-2-yl)methyl]acetamide

HRID 1484887ノート

反応式

HRID 1484887 の反応式
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][NH2:7].[C:8](OC(=O)C)(=[O:10])[CH3:9].O>CN(C1C=CN=CC=1)C.C(Cl)Cl>[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][NH:7][C:8](=[O:10])[CH3:9]

参加物

6

反応物 3

HCID 962WaterHCID 7918Acetic AnhydrideHCID 34005(2-Thienylmethyl)amine

生成物 1

HCID 30617N-[(thiophen-2-yl)methyl]acetamide収率 91%

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6344Dichloromethane溶媒

実験手順

A mixture of thiophen-2-ylmethanamine (600 mg, 5.30 mmol), DMAP (130 mg, 1.06 mmol, 0.2 equiv) and acetic anhydride (648 mg, 6.36 mmol, 1.2 equiv) in DCM (20 mL) was stirred at room temperature for 2 h. Water was added and the reaction was extracted with EA. The combined organic layers were dried (Na2SO4), filtered. The filtrate was concentrated to afford the compound N-(thiophen-2-ylmethyl)acetamide (745 mg, 91%). LC-MS (m/z)=156 [M+H]+.

後処理

  1. extractionthe reaction was extracted with EA
  2. dry with materialThe combined organic layers were dried (Na2SO4)
  3. filtrationfiltered
  4. concentrationThe filtrate was concentrated

出典と根拠

ORDレコード
ord-eeae402f90424c95bd8e04d2099787ba
出典データセット
uspto-grants-2016_08
特許番号
US09422271B2

反応ノート

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