89270-72-4

Basic information

• Product Name: Pyrrolidine, 2,2-diethoxy-1-(phenylmethyl)-
• CAS NO: 89270-72-4
• Molecular Formula: C15H23NO2
• Molecular Weight: 249.353
• Mol File: 89270-72-4.mol

Chemical Properties

• CAS DataBase Reference: Pyrrolidine, 2,2-diethoxy-1-(phenylmethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Pyrrolidine, 2,2-diethoxy-1-(phenylmethyl)-(89270-72-4)
• EPA Substance Registry System: Pyrrolidine, 2,2-diethoxy-1-(phenylmethyl)-(89270-72-4)

Safety Data

• Hazardous Substances Data: 89270-72-4(Hazardous Substances Data)

Upstream product

• 5291-77-0 1-benzyl-2-pyrrolidone 
• 141-52-6 sodium ethanolate 

Downstream Products

• 89270-75-7 Z-N-Benzyl-2-pyrrolidinylidenisocyanessigsaeureethylester 
• 89636-82-8 [1-Benzyl-pyrrolidin-(2Z)-ylidene]-isocyanato-acetic acid ethyl ester 
• 89270-82-6 [1-Benzyl-pyrrolidin-(2Z)-ylidene]-isocyanato-acetic acid methyl ester 
• 210892-84-5 2-[1-Benzyl-pyrrolidin-(2E)-ylidene]-4-(4-chloro-phenyl)-4-oxo-butyric acid methyl ester 
• 89270-77-9 Z-N-Benzyl-2-pyrrolidinylidenisocyanessigsaeuremethylester 

Relevant articles and documents

Intramolecular cyclization of 1-benzyl-2-(nitromethylene)pyrrolidines in triflic acid

1-Benzyl-2-(nitromethylene)pyrrolidines in triflic acid undergo intramolecular cyclization to afford the corresponding 2,3-dihydro-1H-pyrrolo[1,2-b]isoquinolinium triflates and/or 10-amino-2,3-dihydro-1H-pyrrolo[1,2-b]isoquinolinium triflates, depending o

3-Trifloxypropene iminium and propyne iminium salts derived from N-Allyl-, N-Homoallyl-, and N-Benzyl-substituted semicyclic enaminones

The novel semicyclic enaminoketones 3a-n, featuring N-allyl, N-homoallyl, N-benzyl, and N-4-chlorobenzyl substitution, have been prepared. Their reaction with triflic anhydride leads to 3-trifloxypropene iminium triflates 4 which are transformed into semicyclic propyne iminium triflates 5 by thermal β-elimination of triflic acid (HOTf). If a 4-chlorophenyl group is attached to the TfO-substituted carbon atom, salts 4 can be isolated (4a,d,g,h,k,m) and converted into propyne iminium triflates 5 at 120°C. The presence of a 2-thienyl or 3-thienyl group adjacent to the trifloxy group prevents the isolation of 4 since HOTf elimination occurs already below room temperature. Thus, salts 5b,c,e,f,i,j,l,m,n are obtained directly from enaminoketones 3 and triflic anhydride. Wiley-VCH Verlag GmbH, 1999.

Alkoxycarbonylcarbene transfer to semicyclic enaminones - A route to cyclopenta[b]pyrrole and indole ring systems

Copper-catalyzed decomposition of alkyl diazoacetates in the presence of semicyclic enaminones 1a-o leads primarily to enamino esters 2 which constitute formal products of C-C insertion of the carbene unit. In the case of N-methyl (1a-e) and N-benzyl (1f-i) enaminones, 2a-i are accompanied by 2,3,5,6-tetrahydroindoles 3a-i, in which two carbene moieties are incorporated. At 250 °C, compounds 2b-e, which could not be isolated in pure form, undergo cyclocondensation to form 1,2,3,5-tetrahydrocyclopenta-[b]pyrroles 4b-e. In contrast, 2f-i can be isolated as Z,E mixtures and are transformed thermally into 4f-i only in the presence of silica gel. Carbene transfer to N-phenyl enaminones 1j-m and N-methyl enamino esters 1n,o leads only to the 1:1 adducts, enamino esters 2j-o, which do not undergo the cyclocondensation reaction under the previous conditions. Dehydrogenation of tetrahydroindoles 3c-e with tetrachloro-p-benzoquinone can be controlled to give either 1,2-dihydroindole-6,7-dicarboxylates 5 or indole-6,7-dicarboxylates 6.