57196-62-0, 6-Methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride is a tetrahydroisoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated
Titanium tetrachloride at 0 of dichloromethane (80mL) (8.8mL, 15.2g, 80mmol) was added, and then, dichloromethyl methyl ether (7.2mL, 9.2g, 80mmol) was added dropwise and, followed on 6-methoxy-1,2,3,4-tetrahydro – isoquinoline hydrochloride (4.0 g, 20 mmol) was added portionwise, followed by stirring for 3 hours the mixture at 0 C.. The reaction was stopped by slowly adding 2N HCl (50 mL), and the layers were separated. The organic layer was extracted with 1N hydrochloric acid (2 ¡Á 10 mL), and the acidic aqueous layer combined was washed with dichloromethane (1x20mL). Dichloromethane (100 mL) was added to the aqueous layer, and was adjusted to 10 with pH 10 N sodium hydroxide with ice-cooling a mixture of two layers (70 mL). Di -tert- butyl (4.8 g, 22 mmol) After addition, the mixture was stirred overnight. Dilute the reaction with dichloromethane (120 mL) and water (200 mL), and extracted with dichloromethane (2 ¡Á 100 mL) and the aqueous layer was separated. The combined organic layers were washed with water (3 ¡Á 150 mL), dried over magnesium sulfate, and concentrated. The residue oil was chromatographed on silica (200 g), first 8: 1 mixture of the n- hexane and ethyl acetate, followed by the same solvent 4: 2 with a mixture of 1, and, finally: 1 and eluted with a mixture of. The appropriate fractions were combined and concentrated and the residue triturated with n- hexane, first 5-formyl-6-methoxy-3,4-dihydro -1H- isoquinoline-2-carboxylic acid tert- butyl ester (1.72g, 5.9mmol, 29.5%), and then 7-formyl-6-methoxy-3,4-dihydro -1H- isoquinoline-2-carboxylic acid tert- butyl ester (2.88 g,. 9 .9mmol, yield 49.5%) as a colorless solids., 57196-62-0
57196-62-0 6-Methoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride 2920335, atetrahydroisoquinoline compound, is more and more widely used in various fields.
Reference£º
Patent; MANNKIND CORPORATION; ZENG, QINGPING; TORO, ANDRAS; PATTERSON, JOHN BRUCE; WADE, WARREN STANFIELD; ZUBOVICS, ZOLTAN; YANG, YUN; WU, ZHIPENG; (403 pag.)JP2015/214548; (2015); A;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem