172607-41-9

Upstream product

• 172607-40-8 1-phenyl-2,4,8,10 tetra oxaspiro<5.5> undecane 
• 1100-88-5 benzyltriphenylphosphonium chloride 
• 534-07-6 1,3-Dichloroacetone 
• 98-86-2 acetophenone 

Relevant academic research and scientific papers

Synthesis of [1.1.1]propellanes by bridging of bicyclo[1.1.0]butanes

Several [1.1.1]propellanes were synthesized by bridging the 1,3-positions of the corresponding bicyclo[1.1.0]butane. The synthesis of 1-bromo-3-(chloromethyl)bicyclobutanes and the bridging were carried out in a one-pot reaction by addition of 2.0 equiv. of MeLito 1,1-dibromo-2,2-bis(chlormethyl)-cyclopropanes 10. Three routes to 10 were investigated: Firstly, the Wittig reaction of 1,3-dichloroacetone leading to (chloromethyl)allyl chlorides 6 was, with the exception of 6m, successful only with Wittig reagents derived from primary alkyl halides. Secondly, reduction of diethyl alkylidenemalonates with LiAlH4 in benzene afforded carbinols 12 which were converted into 6 by reaction with N-chlorosuccinimide/ dimethyl sulfide. The cyclopropanation of 6 to 10 was achieved by reaction with bromoform/NaOH under phase-transfer catalysis conditions. Finally, starting from diethyl alkylidenemalonates, the sequence of reduction and cyclopropanation could be interchanged, according to the sequence 11 → 13 → 14 → 10. Propellanes 5b and 3 were reduced with LiAlH4 to bicyclo[1.1.1]pentanes 15b and e. 2-D INADEQUATE NMR spectra of 5d and 5p indicate that the coupling constants J(13C-13C) between the bridgehead positions are very small, i.e. 0.47 and 0.53 Hz, respectively. VCH Verlagsgesellschaft mbH, 1996.

New 'multi-site' phase transfer catalyst for the addition of dichlorocarbene to styrene

The kinetics of dichlorocarbene addition to styrene has been studied under phase transfer catalytic conditions using aqueous sodium hydroxide as the base and 2-benzylidine-N,N,N,N'N'N'-hexaethylpropane-1,3-diammonium dichloride as a new 'multi-site' phase transfer catalyst.The reaction was carried out at 40 deg C under pseudo-first order conditions by keeping aqueous sodium hydroxide and chloroform in excess and was monitored by GC.The effect of various experimental parameters on the rate of the reaction has been studied and based on the results obtained, a suitable mechanism is proposed.

Synthesis and utility of α,α'-bis (triethyl ammonium methylene chloride) β-phenyl ethene in hydroxide ion initiated reactions - A new multi-site phase transfer catalyst

A three step synthesis of novel 'multi-site' water soluble phase transfer catalyst viz, α,α'-bis(triethyl ammonium methylene chloride) β-phenyl ethene and its utility in various organic biphase reactions are described.