ChemicalBook CAS DataBase List 1-Phenyl-3,4-dihydroisoquinoline

1-Phenyl-3,4-dihydroisoquinoline synthesis

11synthesis methods

Product Name:1-Phenyl-3,4-dihydroisoquinoline
CAS Number:52250-50-7
Molecular formula:C15H13N
Molecular Weight:207.27

180272-45-1 Synthesis

(1R)-Phenyl-1,2,3,4-tetrahydroisoquinoline

180272-45-1
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52250-50-7
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Yield: 87%

Reaction Conditions:

with dimethyl sulfoxide at 100; for 24 h;Schlenk technique;Green chemistry;chemoselective reaction;Solvent;Temperature;

Steps:

General Procedure for Dehydrogenation of Tetrahydroisoquinolines
General procedure: 1-substituted-1,2,3,4-tetrahydroisoquinolines 1 (0.3 mmol) were placed in a Schlenk tube and then DMF (1 mL) was added. The mixture was stirred at 100 °C for 24 h. Then the mixture was slowly cooled to room temperature, the solvent DMF was carefully removed under vaccum, the crude product was purified by flash chromatography on silica gel employing petroleum ether and ethyl acetate as eluent to give the corresponding product imines 2.

References:

Feng, Guang-Shou;Ji, Yue;Liu, Hui-Fang;Shi, Lei;Zhou, Yong-Gui [Tetrahedron Letters,2016,vol. 57,# 7,p. 747 - 749] Location in patent:supporting information

22990-19-8 Synthesis