Dimethylformamide dimethyl acetal → N-{3-[(2E)-3-(dimethylamino)prop-2-enoyl]phenyl}acetamide

HRID 64257

Reaktionsgleichung

Reaktionsgleichung von HRID 64257
[C:1]([C:4]1[CH:5]=[C:6]([NH:10][C:11](=[O:13])[CH3:12])[CH:7]=[CH:8][CH:9]=1)(=[O:3])[CH3:2].[CH3:14][N:15]([CH:17](OC)OC)[CH3:16]>>[CH3:14][N:15]([CH3:17])/[CH:16]=[CH:2]/[C:1]([C:4]1[CH:5]=[C:6]([NH:10][C:11](=[O:13])[CH3:12])[CH:7]=[CH:8][CH:9]=1)=[O:3]

Komponenten

3

Edukt 2

HCID 78373Dimethylformamide dimethyl acetalHCID 3462023'-Acetamidoacetophenone

Produkt 1

HCID 11183866N-{3-[(2E)-3-(dimethylamino)prop-2-enoyl]phenyl}acetamideAusbeute 90 %

Versuchsvorschrift

A solution of N-(3-acetylphenyl)acetamide (1.77 g, 10.0 mmol) in DMF-DMA (6 mL) with molecular sieve (10 portions) was stirred at 100° C. under N2 for 2 hr. the mixture was concentrated and washed with MTBE (30 mL) to afford 2.1 g (90%) of (E)-N-(3-(3-(dimethylamino)acryloyl)phenyl)acetamide as a yellow solid.

Aufarbeitung

  1. concentrationthe mixture was concentrated
  2. washwashed with MTBE (30 mL)

Quellen und Nachweise

ORD-Eintrag
ord-397511d34e574727bae00bf403be637c
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09447106B2

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