959700-77-7

Basic information

• Product Name: 1,3-dihydrospiro[2H-benzimidazole-2,4'-piperidine]-1'-carboxylic acid benzyl ester
• Synonyms: 1,3-dihydrospiro[2H-benzimidazole-2,4'-piperidine]-1'-carboxylic acid benzyl ester
• CAS NO: 959700-77-7
• Molecular Weight: 323.395
• Mol File: 959700-77-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1,3-dihydrospiro[2H-benzimidazole-2,4'-piperidine]-1'-carboxylic acid benzyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-dihydrospiro[2H-benzimidazole-2,4'-piperidine]-1'-carboxylic acid benzyl ester(959700-77-7)
• EPA Substance Registry System: 1,3-dihydrospiro[2H-benzimidazole-2,4'-piperidine]-1'-carboxylic acid benzyl ester(959700-77-7)

Safety Data

• Hazardous Substances Data: 959700-77-7(Hazardous Substances Data)

Upstream product

• 19099-93-5 benzyl 4-oxo-1-piperidinecarboxylate 
• 95-54-5 1,2-diamino-benzene 

Relevant articles and documents

Rearrangement of spiro-benzimidazolines: preparation of N-alkenyl- and N-alkyl-benzimidazol-2-ones

A synthetically useful protocol has been developed for the preparation of highly functionalized N-alkenyl-benzimidazol-2-ones. Reaction of commercially available o-phenylenediamines with variously substituted cyclic ketones provides spiro-benzimidazolines. Treatment of these spiro-benzimidazolines with triphosgene in the presence of potassium carbonate results in rapid rearrangement and formation of N-alkenyl-benzimidazol-2-ones in modest to excellent yield for the two-step sequence. Extension of this methodology toward the preparation of a μ opiate receptor antagonist and droperidol, a potent antiemetic and antipsychotic agent, currently a marketed pharmaceutical is also described. Upon treatment of spiro-benzimidazolines with triphosgene in the presence of sodium triacetoxyborohydride, N-alkyl-benzimidazol-2-ones were formed.