Reaktion #52843

ord-bc40a9034acc40c2b93dfccab2c8cce2

Reaktionsgleichung

CCOC(=O)CCCc1ccc(Br)cc1
ethyl 4-(4-bromophenyl)butanoate
CCOC(=O)CCCc1ccc(Br)cc1
Compound C
CCOC(=O)CCCc1ccc(Br)cc1
ethyl 4-(4-bromophenyl)butanoate
CCOC(=O)Cc1cccc(Br)c1
ethyl (3-bromophenyl)acetate
CCOC(=O)Cc1cccc(Br)c1
ethyl 3-bromophenylacetate
CCOC(=O)Cc1cccc(Br)c1
Compound B
CCOC(=O)Cc1cccc(Br)c1
ethyl 3-bromophenylacetate
CCOC(=O)CCCc1cccc(Br)c1
title compound
CCOC(=O)CCCc1cccc(Br)c1
Ethyl 4-(3-bromophenyl)butanoate

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

Employing the same general multistep preparation as for ethyl 4-(4-bromophenyl)butanoate (Compound C), 60 g (246 mmol) of ethyl (3-bromophenyl)acetate (Compound B) was converted into the title compound (oil) using 255 ml (255 mmol) of diisobutylaluminum hydride (DIBAl—H, 1M in hexane), 85.8 g (250 mmol) of (carbethoxymethylene)triphenylphosphorane and 1.7 g of 10% Pd/C.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06855832B2uspto-grants-2005_02