Lopushanskii, A. I. published the artcileSynthesis of quaternary ammonium derivatives of menthol, Recommanded Product: N1,N10-Bis(2-((2-isopropyl-5-methylcyclohexyl)oxy)-2-oxoethyl)-N1,N1,N10,N10-tetramethyldecane-1,10-diaminium chloride, the publication is Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya (1963), 1141-2, database is CAplus.
(R’CH2CO2R)+Cl– were prepared, where R = l-menthyl, and R’ = Me3N (I), Et3N (II), p-H2NC6H4CO2(CH2)2NEt2 (III). Also prepared was [RO2CCH2N+Me2(CH2)10N+Me2CH2CO2R]2Cl–, where R was l-menthyl (IV). To prepare II, 3 g. NEt3 in pure, dry ether was added to a solution of 5 g. chloroacetic acid l-menthyl ester mixed with ether, the mixture refluxed 1 h., cooled, kept 2 days at room temperature, and II filtered off, washed with ether, dissolved in absolute alc., precipitated with ether, and dried in vacuo. III and IV were prepared in the same manner from novocaine and N,N’-tetramethyldecamethylenediamine (V), resp., in pure dry ether. I was prepared by passing dry NMe3 gas through a solution of menthyl chloroacetate in boiling PhMe. Methods described by Denisenko and L. (CA 58, 6680f) were used for the preparation of menthyl chloroacetate. To prepare V, 10 g. decamethylenediamine was subjected to reductive alkylation (Barber and Gaimster, CA 46, 1970i); 53% yield. V b2.5 137-9°, d20 0.8013, n20D 1.442, MR 75.42. I, 97%, m. 225°; II, 94%, m. 179°. III, 83%, m. 89°; IV, 92%, m. 158°.
Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya published new progress about 38146-42-8. 38146-42-8 belongs to chlorides-buliding-blocks, auxiliary class Achiral Phase-Transfer Catalysts, name is N1,N10-Bis(2-((2-isopropyl-5-methylcyclohexyl)oxy)-2-oxoethyl)-N1,N1,N10,N10-tetramethyldecane-1,10-diaminium chloride, and the molecular formula is C38H74Cl2N2O4, Recommanded Product: N1,N10-Bis(2-((2-isopropyl-5-methylcyclohexyl)oxy)-2-oxoethyl)-N1,N1,N10,N10-tetramethyldecane-1,10-diaminium chloride.
Referemce:
https://en.wikipedia.org/wiki/Chloride,
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