178876-98-7

Basic information

• Product Name: 2-[1-(3-Bromo-phenyl)-meth-(E)-ylidene]-succinic acid 1-ethyl ester
• Synonyms: 2-[1-(3-Bromo-phenyl)-meth-(E)-ylidene]-succinic acid 1-ethyl ester
• CAS NO: 178876-98-7
• Molecular Weight: 313.148
• Mol File: 178876-98-7.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 2-[1-(3-Bromo-phenyl)-meth-(E)-ylidene]-succinic acid 1-ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[1-(3-Bromo-phenyl)-meth-(E)-ylidene]-succinic acid 1-ethyl ester(178876-98-7)
• EPA Substance Registry System: 2-[1-(3-Bromo-phenyl)-meth-(E)-ylidene]-succinic acid 1-ethyl ester(178876-98-7)

Safety Data

• Hazardous Substances Data: 178876-98-7(Hazardous Substances Data)

Upstream product

• 77924-28-8 4-tert-butyl 1-ethyl 2-(diethoxyphosphoryl)succinate 
• 3132-99-8 m-bromobenzoic aldehyde 

Downstream Products

• 178877-03-7 ethyl 4-Benzyloxy-7-bromo-2-naphthalenecarboxylate 
• 178877-00-4 4-Acetoxy-7-bromo-naphthalene-2-carboxylic acid ethyl ester 

Relevant articles and documents

An efficient method for the synthesis of substituted 4-acetoxynaphthalene- 2-carboxylate esters, ethyl 4-acetoxybenzofuran-6-carboxylate, and ethyl 4-acetoxybenzothiophene-6-carboxylate

4-Acetoxynaphthalene-2-carboxylate esters and their corresponding benzofuran and benzothiophene esters are important synthetic intermediates for the preparation of analogs of CC-1065 and the duocarmycins. In this communication, an efficient method for the synthesis of the titled compounds using an Emmons-Horner reaction strategy is reported. As an alternative to the Stobbe condensation reaction, coupling of tert-butyl 3-ethoxycarbonyl-3- (phosphonodiethyl)propionate with a series of aromatic aldehydes, followed by acid promoted removal of the tert-butyl group and Friedel-Crafts reaction, produced the target compounds in good overall yields and of excellent quality.