6-Methoxy-1,2,3,4-tetrahydroisoquinoline, cas is 42923-77-3, it is a common heterocyclic compound, the tetrahydroisoquinoline compound, its synthesis route is as follows.
General procedure: To a stirred solution of 1,2,3,4-THIQ (1.0 equiv.) in CH2Cl2 (10.0 mL/mmol), triethylamine(1.2 equivalent) was added and then cooled to 0 C. Acyl chloride (1.2 equivalent), sulfonyl chloride(1.2 equivalent), or diethylcarbamoyl chloride (1.2 equivalent) was added slowly at 0 C. The resultingreaction mixture was stirred at room temperature for 2 h under an argon atmosphere and thenpoured onto water (10.0 mL/mmol) and the organic layer was separated. The aqueous layer wasextracted two times with CH2Cl2 (10.0 mL/mmol), and the combined organic layer was washed withbrine (5.0 mL/mmol), dried over sodium sulfate, filtered, and concentrated under reduced pressure.Purification of the crude residue by flash column chromatography on silica gel, using the appropriatemixture of eluents, provided the corresponding N-protected 1,2,3,4-tetrahydroisoquinoline. Spectral data(1H- and 13C-NMR) of compounds (5a, 5c, 5d, 5e, 5g, 5h, 5k, 5l, 5m, 5n, 5o, 5q, 5r) which were reportedpreviously were compared and found in agreement with literature data. Furthermore, references wererepresented in supporting information. The characterization of novel compounds is given.
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Reference£º
Article; Kim, Hong Pyo; Yu, Heesun; Kim, Hyoungsu; Kim, Seok-Ho; Lee, Dongjoo; Molecules; vol. 23; 12; (2018);,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem