ethyl 8-bromo-7-(4-(tert-butoxycarbonyl)phenoxy)-6-chlorochroman-4-carboxylate

Base Information

• Chemical Name: ethyl 8-bromo-7-(4-(tert-butoxycarbonyl)phenoxy)-6-chlorochroman-4-carboxylate
• CAS No.: 1202890-02-5
• Molecular Formula: C₂₃H₂₄BrClO₆
• Molecular Weight: 511.797
• Mol file: 1202890-02-5.mol

Synonyms:ethyl 8-bromo-7-(4-(tert-butoxycarbonyl)phenoxy)-6-chlorochroman-4-carboxylate

Chemical Property of ethyl 8-bromo-7-(4-(tert-butoxycarbonyl)phenoxy)-6-chlorochroman-4-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 8-bromo-7-(4-(tert-butoxycarbonyl)phenoxy)-6-chlorochroman-4-carboxylate

There total 13 articles about ethyl 8-bromo-7-(4-(tert-butoxycarbonyl)phenoxy)-6-chlorochroman-4-carboxylate 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: 17.0%

ethyl 7-(2-amino-4-(tert-butoxycarbonyl)phenoxy)-8-bromo-6-chlorochroman-4-carboxylate (1202890-01-4) → ethyl 8-bromo-7-(4-(tert-butoxycarbonyl)phenoxy)-6-chlorochroman-4-carboxylate (1202890-02-5)

Guidance literature:

With nitrous acid isobutyl ester; In N,N-dimethyl-formamide; at 68 - 70 ℃; for 0.583333h;

Reference yield: 17.0%

nitrous acid isobutyl ester (542-56-3) + ethyl 7-(2-amino-4-(tert-butoxycarbonyl)phenoxy)-8-bromo-6-chlorochroman-4-carboxylate (1202890-01-4) → ethyl 8-bromo-7-(4-(tert-butoxycarbonyl)phenoxy)-6-chlorochroman-4-carboxylate (1202890-02-5)

Guidance literature:

In N,N-dimethyl-formamide; at 70 ℃; for 0.5h;

Reference yield:

6-chloro-7-hydroxychroman-4-one (74277-66-0) → ethyl 8-bromo-7-(4-(tert-butoxycarbonyl)phenoxy)-6-chlorochroman-4-carboxylate (1202890-02-5)

Guidance literature:

Multi-step reaction with 7 steps

1.1: iodine / dichloromethane / 10 - 20 °C / Inert atmosphere; Industry scale

1.2: 20 °C / Industry scale

2.1: hydrogenchloride; tin(II) chloride dihdyrate; water / acetic acid / 18 h / 100 °C / Industry scale

2.2: 1 h / 20 °C / Industry scale

3.1: sodium hydroxide / water / Industry scale

3.2: pH 2 - 3 / Industry scale

3.3: 16 h / Reflux

4.1: bromine / acetic acid / 20 °C

5.1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h / 90 °C

6.1: ammonium chloride; zinc / tetrahydrofuran; water / 1 h / 20 °C

7.1: N,N-dimethyl-formamide / 0.5 h / 70 °C

With hydrogenchloride; tin(II) chloride dihdyrate; water; bromine; iodine; potassium carbonate; ammonium chloride; sodium hydroxide; zinc; In tetrahydrofuran; dichloromethane; water; acetic acid; N,N-dimethyl-formamide;

upstream raw materials:

nitrous acid isobutyl ester

ethyl 7-(2-amino-4-(tert-butoxycarbonyl)phenoxy)-8-bromo-6-chlorochroman-4-carboxylate

tert-butyl 4-fluoro-3-nitrobenzoate

6-chloro-7-hydroxychroman-4-one

Downstream raw materials:

4-(8-bromo-6-chloro-4-(ethoxycarbonyl)chroman-7-yloxy)benzoic acid