Benzoyl chloride → Ethyl 8-(4-methoxyphenyl)-8-oxooctanoate

HRID 1182461Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1182461
[C:1]([CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:20](Cl)(=[O:27])C1C=CC=CC=1>>[C:1]([CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])(=[O:8])[C:2]1[CH:7]=[CH:6][C:5]([O:27][CH3:20])=[CH:4][CH:3]=1

Komponenten

3

Edukt 2

HCID 7412Benzoyl chlorideHCID 10934282Ethyl 8-oxo-8-phenyloctanoate

Produkt 1

HCID 10859300Ethyl 8-(4-methoxyphenyl)-8-oxooctanoateAusbeute 59 %

Versuchsvorschrift

Following a procedure analogous to that described above for 49a, but substituting p-anisoyl chloride for benzoyl chloride, the title compound was obtained as a light yellow solid in 59% yield: 1H NMR (300 MHz, CDCl3) δ 7.94 (d, J=9.0 Hz, 2H), 6.93 (d, J=9.0 Hz, 2H), 4.12 (q, J=6.9 Hz, 2H), 3.87 (s, 3H), 2.91 (t, J=7.2 Hz, 2H), 2.30(t, J=7.5 Hz, 2H), 1.74 (m, 2H), 1.65 (m, 2H), 1.39 (m, 4H), 1.25 (t, J=6.9 Hz, 3H); 13C NMR (75.4 MHz, CDCl3) δ 14.19, 24.29, 24.75, 28.91, 28.96, 34.21, 38.06, 55.37, 60.10, 113.58, 130.02, 130.21, 163.23, 173.71, 198.93.

Quellen und Nachweise

ORD-Eintrag
ord-e4646bdd1be645ca9c9ba3bbbfc1b4d2
Quelldatensatz
uspto-grants-2007_10
Patentnummer
US07288567B2

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