6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride synthesis
- Product Name:6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride
- CAS Number:2328-12-3
- Molecular formula:C11H16ClNO2
- Molecular Weight:229.7
50-00-0
120-20-7
2328-12-3
In a 250 mL single neck flask, 3,4-dimethoxyphenethylamine (18.1 g, 100 mmol), paraformaldehyde (3.6 g, 120 mmol) and anhydrous ethanol (30 mL) were added sequentially. Upon completion of the reaction, the mixture was cooled to room temperature and white crystals were collected by filtration to yield 14.2 g of 6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride in 61.8% yield.
Yield:2328-12-3 61.8%
Reaction Conditions:
Stage #1:formaldehyd;2-(3,4-dimethoxyphenyl)-ethylamine in ethanol at 20; for 3 h;
Stage #2: with hydrogenchloride in ethanol;water; pH=2 for 4 h;Reflux;
Steps:
1 Example 1Preparation of 6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride (ii)
In a 250 ml single-necked flask, 3,4-dimethoxyphenylethylamine (18.1 g, 100 mmol) and paraformaldehyde (3.6 g,120mmol), absolute ethanol (30ml). After stirring for 3 h at room temperature, the pH was adjusted to 2 with concentrated hydrochloric acid, and the mixture was heated to reflux for 4 h. The mixture was cooled and filtered.White crystalline hydrochloride salt 14.2 g, yield 61.8%
References:
China Pharmaceutical University;Huang Wenlong;Qian Hai;Liao Chen;He Siman;Li Huilan CN107573325, 2018, A Location in patent:Paragraph 0109; 0110; 0111
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