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

HRID 1484887Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1484887
[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]

Komponenten

6

Edukt 3

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

Produkt 1

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

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 142844-(Dimethylamino)pyridineKatalysatorHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

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]+.

Aufarbeitung

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

Quellen und Nachweise

ORD-Eintrag
ord-eeae402f90424c95bd8e04d2099787ba
Quelldatensatz
uspto-grants-2016_08
Patentnummer
US09422271B2

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