Acetic Acid → Acetic Acid 3-(4-cyano-phenyl)-2-oxo-propyl Ester

HRID 1671646

Reaktionsgleichung

Reaktionsgleichung von HRID 1671646
[C:1]([OH:4])(=[O:3])[CH3:2].C([N:7]([CH2:10][CH3:11])CC)C.Cl[C:13]1[CH:14]=[C:15]([CH2:20][C:21](=[O:23])[CH3:22])[CH:16]=[CH:17]C=1Cl>>[C:10]([C:11]1[CH:17]=[CH:16][C:15]([CH2:20][C:21](=[O:23])[CH2:22][O:3][C:1](=[O:4])[CH3:2])=[CH:14][CH:13]=1)#[N:7]

Komponenten

4

Edukt 3

HCID 176Acetic AcidHCID 8471TriethylamineHCID 810603',4'-Dichloropropiophenone

Produkt 1

HCID 12339563Acetic Acid 3-(4-cyano-phenyl)-2-oxo-propyl EsterAusbeute 25 %

Versuchsvorschrift

This crude material was reacted with acetic acid (1.42 mL, 1.49 g, 24.8 mmol) and triethylamine (3.46 mL, 2.51 g, 24.8 mmol), as described above for the synthesis of 3-(3,4-dichlorophenyl)propan-2-one. Flash chromatography over silica gel (10-30% ethyl acetate in hexanes) gave pure product (0.71 g, 25% yield). 1H NMR (400 MHz, DMSO-D6) δ ppm 2.09 (s, 3H) 3.96 (s, 2H) 4.88 (s, 2H) 7.40 (d, J=8.34 Hz, 2H) 7.79 (d, J=8.59 Hz, 2H)

Quellen und Nachweise

ORD-Eintrag
ord-7b7fd52a61294a9d8f5a691e3ba60c65
Quelldatensatz
uspto-grants-2011_08
Patentnummer
US07994333B2

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