9-(2-benzyloxy-ethyl)-5-fluoro-2,3,4,9-tetrahydro-1H-carbazole-4-carboxylic acid diethylamide

Base Information

• Chemical Name: 9-(2-benzyloxy-ethyl)-5-fluoro-2,3,4,9-tetrahydro-1H-carbazole-4-carboxylic acid diethylamide
• CAS No.: 1246453-96-2
• Molecular Formula: C₂₆H₃₁FN₂O₂
• Molecular Weight: 422.543
• Mol file: 1246453-96-2.mol

Synonyms:9-(2-benzyloxy-ethyl)-5-fluoro-2,3,4,9-tetrahydro-1H-carbazole-4-carboxylic acid diethylamide

Chemical Property of 9-(2-benzyloxy-ethyl)-5-fluoro-2,3,4,9-tetrahydro-1H-carbazole-4-carboxylic acid diethylamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 9-(2-benzyloxy-ethyl)-5-fluoro-2,3,4,9-tetrahydro-1H-carbazole-4-carboxylic acid diethylamide

There total 12 articles about 9-(2-benzyloxy-ethyl)-5-fluoro-2,3,4,9-tetrahydro-1H-carbazole-4-carboxylic acid diethylamide 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:

(2-benzyloxy-ethyl)-(3-fluoro-phenyl)-amine (1246453-95-1) + 3-bromo-2-oxo-cyclohexanecarboxylic acid diethylamide (1246453-90-6) → 9-(2-benzyloxy-ethyl)-7-fluoro-2,3,4,9-tetrahydro-1H-carbazole-4-carboxylic acid diethylamide (1246453-97-3) + 9-(2-benzyloxy-ethyl)-5-fluoro-2,3,4,9-tetrahydro-1H-carbazole-4-carboxylic acid diethylamide (1246453-96-2)

Guidance literature:

With zinc(II) chloride; In isopropyl alcohol; at 50 ℃; for 19h; Inert atmosphere; Reflux;

Reference yield:

benzyloxyacetic acid (30379-55-6) → 9-(2-benzyloxy-ethyl)-7-fluoro-2,3,4,9-tetrahydro-1H-carbazole-4-carboxylic acid diethylamide (1246453-97-3) + 9-(2-benzyloxy-ethyl)-5-fluoro-2,3,4,9-tetrahydro-1H-carbazole-4-carboxylic acid diethylamide (1246453-96-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 4 h / 20 °C

1.2: 20 °C

2.1: lithium aluminium tetrahydride; sodium hydroxide / dichloromethane; diethyl ether; water / 4 h / Reflux; Cooling with ice

3.1: zinc(II) chloride / isopropyl alcohol / 19 h / 50 °C / Inert atmosphere; Reflux

With lithium aluminium tetrahydride; oxalyl dichloride; N,N-dimethyl-formamide; sodium hydroxide; zinc(II) chloride; In diethyl ether; dichloromethane; water; isopropyl alcohol;

Reference yield:

2-benzyloxy-N-(3-fluoro-phenyl)-acetamide (1246453-94-0) → 9-(2-benzyloxy-ethyl)-7-fluoro-2,3,4,9-tetrahydro-1H-carbazole-4-carboxylic acid diethylamide (1246453-97-3) + 9-(2-benzyloxy-ethyl)-5-fluoro-2,3,4,9-tetrahydro-1H-carbazole-4-carboxylic acid diethylamide (1246453-96-2)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium aluminium tetrahydride; sodium hydroxide / dichloromethane; diethyl ether; water / 4 h / Reflux; Cooling with ice

2: zinc(II) chloride / isopropyl alcohol / 19 h / 50 °C / Inert atmosphere; Reflux

With lithium aluminium tetrahydride; sodium hydroxide; zinc(II) chloride; In diethyl ether; dichloromethane; water; isopropyl alcohol;

upstream raw materials:

C₂₄H₂₆FNO₃

C₂₂H₂₂FNO₃

diethylamine

3-bromo-2-hydroxy-cyclohex-1-enecarboxylic acid ethyl ester