HCID 21271729, compound → HCID 21271728, compound

Participants

Reaction Steps

Following the method of Example 2(a), substituting methyl-2,2-dimethyl-4-bromobutanoate (J. L. Bass et al, Tetrahedron, 1966, 22, 285) gave a mixture of methyl-2,2-dimethyl-4-[7-(3-chlorophenylsulphamoyl)-1,2,3,4-tetrahydroisoquinolin-2-yl]butanoate and 1-oxo-2,2-dimethyl-1,4-bis-[7-(3-chlorophenylsulphamoyl)-1,2,3,4-tetrahydroisoquinolin-2-yl]butane, which were separated by chromatography (silica gel, ether). The former compound was hydrolysed by the method of Example 2(b), substituting methanol for ethanol and carrying out the reaction for 24 hours, to give, after recrystallisation from ethanol, 2,2-dimethyl-4-[7-(3-chlorophenylsulphamoyl)-1,2,3,4-tetrahydroisoquinolin-2-yl]butanoic acid, 1.1 C2H5OH, 0.8 H2O, m.p. ca. 120° C.

Provenance & Evidence