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Organische Phosphorverbindungen 40. Methoden zur Herstellung von Pentamethylen‐1,5‐bis‐(dihydroxyphosphonylmethyl‐phosphinsäure) [1]
Author(s) -
Maier Ludwig
Publication year - 1970
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19700530746
Subject(s) - chemistry , alkyl , halide , medicinal chemistry , yield (engineering) , hydrolysis , stereochemistry , organic chemistry , metallurgy , materials science
Alkyl‐pentamethylene‐1,5‐bis‐(dialkyloxyphosphonylmethyl‐phosphinates) (VII) are formed in high yield by heating alkyl pentamethylene‐1,5‐diphosphonites, (RO) 2 P(CH 2 ) 5 P(OR) 2 , with alkyl chloromethylphosphonates, ClCH 2 P(O)(OR) 2 , at 170° for several hours until evolution of alkyl halides ceases. Hydrolysis to the corresponding acid (VIII) is effected by refluxing with conc. HCl for 40 h. The synthesis and properties of some other 1,5‐diphosphorus‐substituted pentanes, i.e. , H 2 P(CH 2 ) 5 PH 2 , Cl 2 P(CH 2 ) 5 PCl 2 , (Et 2 N) 2 P(CH 2 ) 5 P(NEt 2 ) 2 , (EtO) (HO)P(CH 2 ) 5 P(OH)(OEt), and (HO) 2 P(CH 2 ) 5 P(OH) 2 , are also reported.