Acetic Acid → 3-(3-Chlorophenyl)-2-oxopropyl Acetate

HRID 1671638

Reaktionsgleichung

Reaktionsgleichung von HRID 1671638
[C:1]([OH:4])(=[O:3])[CH3:2].C(N(CC)CC)C.[Cl:12][C:13]1[CH:14]=[C:15]([CH2:20][C:21](=[O:23])[CH3:22])[CH:16]=[CH:17][C:18]=1Cl>>[C:1]([O:4][CH2:22][C:21](=[O:23])[CH2:20][C:15]1[CH:16]=[CH:17][CH:18]=[C:13]([Cl:12])[CH:14]=1)(=[O:3])[CH3:2]

Komponenten

4

Edukt 3

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

Produkt 1

HCID 161000713-(3-Chlorophenyl)-2-oxopropyl AcetateAusbeute 46 %

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 10 of 3-(3,4-dichlorophenyl)propan-2-one. Flash chromatography over silica gel (20% ethyl acetate in hexanes) gave pure product (1.22 g, 46% yield): 1H NMR (400 MHz, CDCl3) δ 2.16 (s, 3H) 3.72 (s, 2H) 4.69-4.71 (m, 2H) 7.08-7.11 (m, 1H) 7.21-7.23 (m, 1H) 7.26-7.29 (m, 2H).

Quellen und Nachweise

ORD-Eintrag
ord-b0844c52f9f74dd8bc2b36582ae2969f
Quelldatensatz
uspto-grants-2011_08
Patentnummer
US07994333B2

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