40556-01-2

Usage

Synthesis Reference(s)

Synthetic Communications, 16, p. 1607, 1986 DOI: 10.1080/00397918608056416

Upstream product

• 24209-75-4 tert-butyl methoxymethyl ether 

Downstream Products

• 66922-43-8 formaldehyde benzyl t-butyl acetal 
• 92565-88-3 Formaldehyd-phenyl-tert.-butyl-acetal 
• 90653-43-3 N(α)-benzyloxycarbonyl-N(?)-t-butoxymethyl-L-histidine methyl ester 
• 90653-44-4 N(α)-benzyloxycarbonyl-N(?)-t-butoxymethyl-L-histidine 
• 90653-47-7 [(S)-1-(3-tert-Butoxymethyl-3H-imidazol-4-ylmethyl)-2-((S)-2-carbamoyl-pyrrolidin-1-yl)-2-oxo-ethyl]-carbamic acid benzyl ester 
• 101700-47-4 (tert-butoxymethyl)triphenylphosphonium chloride 
• 62142-40-9 (tert-butoxymethyl)(phenyl)sulfane 

Relevant academic research and scientific papers

Simple, rapid procedure for the synthesis of chloromethyl methyl ether and other chloro alkyl ethers

Zinc(II) salts catalyze the reaction between acetals and acid halides to provide haloalkyl ethers in near-quantitative yield. Reactions from millimole to mole scale are typically complete in 1-4 h with 0.01 mol % catalyst. The solutions of haloalkyl ethers thus obtained can be utilized directly in reactions in which the presence of the ester byproduct does not interfere. Excess haloalkyl ether is destroyed on workup, thereby minimizing exposure to this class of carcinogenic compounds.