6-propoxy-1,2,3,4-tetrahydroisoquinoline

Base Information

• Chemical Name: 6-propoxy-1,2,3,4-tetrahydroisoquinoline
• CAS No.: 1340557-66-5
• Molecular Formula: C₁₂H₁₇NO
• Molecular Weight: 191.273
• Mol file: 1340557-66-5.mol

Synonyms:

Chemical Property of 6-propoxy-1,2,3,4-tetrahydroisoquinoline

Chemical Property:

Purity/Quality:

6-propoxy-1,2,3,4-tetrahydroisoquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-propoxy-1,2,3,4-tetrahydroisoquinoline

There total 8 articles about 6-propoxy-1,2,3,4-tetrahydroisoquinoline which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 67.0%

6-propoxy-3,4-dihydro-1H-isoquinoline-2-carboxylic acid tert-butyl ester → 6-propoxy-1,2,3,4-tetrahydroisoquinoline (1340557-66-5)

Guidance literature:

With hydrogenchloride; In ethanol; water; at 20 ℃; for 6h;

DOI:10.1016/j.bmc.2015.12.047

Reference yield:

N-(methoxycarbonyl)-2-(3'-methoxyphenyl)ethylamine (110192-21-7) → 6-propoxy-1,2,3,4-tetrahydroisoquinoline (1340557-66-5)

Guidance literature:

Multi-step reaction with 6 steps

1.1: polyphosphoric acid / 0.17 h / 145 °C

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 0 °C / Reflux

3.1: hydrogen bromide / water / 3 h / 120 °C

4.1: triethylamine / tetrahydrofuran; water / 20 °C

5.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 20 °C

5.2: 1 h / 20 °C

6.1: hydrogenchloride / water; ethanol / 6 h / 20 °C

With hydrogenchloride; lithium aluminium tetrahydride; hydrogen bromide; sodium hydride; triethylamine; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide; mineral oil;

DOI:10.1016/j.bmc.2015.12.047

Reference yield:

6-methoxy-1,2,3,4-tetrahydro-1-oxoisoquinoline (22246-12-4) → 6-propoxy-1,2,3,4-tetrahydroisoquinoline (1340557-66-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 0 °C / Reflux

2.1: hydrogen bromide / water / 3 h / 120 °C

3.1: triethylamine / tetrahydrofuran; water / 20 °C

4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 1 h / 20 °C

4.2: 1 h / 20 °C

5.1: hydrogenchloride / water; ethanol / 6 h / 20 °C

With hydrogenchloride; lithium aluminium tetrahydride; hydrogen bromide; sodium hydride; triethylamine; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide; mineral oil;

DOI:10.1016/j.bmc.2015.12.047

upstream raw materials:

N-(methoxycarbonyl)-2-(3'-methoxyphenyl)ethylamine

6-methoxy-1,2,3,4-tetrahydro-1-oxoisoquinoline

6-methoxy-1,2,3,4-tetrahydro-isoquinoline

6-hydroxy-1,2,3,4-tetrahydroisoquinoline hydrobromide

Refernces

• 1、 Zhao, Chao,Choi, You Hee,Khadka, Daulat Bikram,Jin, Yifeng,Lee, Kwang-Youl,Cho, Won-Jea. "Design and synthesis of novel androgen receptor antagonists via molecular modeling". . p. 789 - 801. Retrieved 2016/05/24.