Reaktion #975233

ord-310c471486e8417d97f5cd391f6d52b1

Reaktionsgleichung

O=C(O)c1ccc(CCl)cc1
4-(chloromethyl)benzoic acid
CCOC(=O)CCCN.Cl
ethyl 4-aminobutyrate
CCOC(=O)CCCN.Cl
ethyl 4-aminobutyrate hydrochloride
CCOC(=O)CCCNC(=O)c1ccc(CCl)cc1
compound 13g
CCOC(=O)CCCNC(=O)c1ccc(CCl)cc1
Ethyl 4-(4-(chloromethyl)benzamido)butanoate

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeEthyl 4-(4-(chloromethyl)benzamido)butanoate 13g was prepared

Vorschrift

Ethyl 4-(4-(chloromethyl)benzamido)butanoate 13g was prepared by coupling 4-(chloromethyl)benzoic acid 24 with ethyl 4-aminobutyrate 26 according to the procedure described for the compound 13e in Example 21 (Scheme 8). The compound 13g was isolated as colorless oil in 89% yield (2.52 g). 1H NMR (400 MHz, CDCl3): δ 1.24 (3H, t, J=6.8 Hz); 1.96 (2H, quint, J=7.2 Hz); 2.44 (2H, t, J=7.2 Hz); 3.52 (2H, t, J=7.2 Hz); 4.10 (2H, q, J=6.8 Hz); 4.60 (2H, s); 6.62 (1H, broad s); 7.44 (1H, s); 7.46 (1H, s); 7.76 (1H, s); 7.78 (1H, s). MS (ESI): m/z=284.00 (M+H+).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08247563B2uspto-grants-2012_08