4-BROMO-2,3-DIHYDRO-INDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

Base Information

• Chemical Name: 4-BROMO-2,3-DIHYDRO-INDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
• CAS No.: 885272-46-8
• Molecular Formula: C13H16 Br N O2
• Molecular Weight: 298.18
• Hs Code.: 2933990090
• Mol file: 885272-46-8.mol

Synonyms:4-BROMO-2,3-DIHYDRO-INDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

Chemical Property of 4-BROMO-2,3-DIHYDRO-INDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

Chemical Property:

• Boiling Point: 362.0±41.0 °C(Predicted)
• PKA: -0.34±0.20(Predicted)
• PSA: 29.54000
• Density: 1.400±0.06 g/cm3(Predicted)
• LogP: 3.81170
• Storage Temp.: 2-8°C

Purity/Quality:

99%, ^*data from raw suppliers

tert-Butyl4-Bromoindoline-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-BROMO-2,3-DIHYDRO-INDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

There total 2 articles about 4-BROMO-2,3-DIHYDRO-INDOLE-1-CARBOXYLIC ACID TERT-BUTYL ESTER 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: 74.0%

di-tert-butyl dicarbonate (24424-99-5) + 4-bromo-2,3-dihydro-1H-indole (86626-38-2) → tert-butyl 4-bromo-2,3-dihydro-1H-indole-1-carboxylate (885272-46-8)

Guidance literature:

In acetonitrile; at 20 ℃;

Reference yield:

4-bromoindolin-2-one (99365-48-7) → tert-butyl 4-bromo-2,3-dihydro-1H-indole-1-carboxylate (885272-46-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: borane-THF / tetrahydrofuran / 20 °C

1.2: 1 h / 0 - 20 °C

1.3: pH 8 - 9

2.1: acetonitrile / 20 °C

With borane-THF; In tetrahydrofuran; acetonitrile;

Reference yield: 73.02%

tert-butyl 4-bromo-2,3-dihydro-1H-indole-1-carboxylate (885272-46-8) + 3-((4-chloro-2-formyl-5-((2-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)oxy)phenoxy)methyl)benzonitrile → tert-butyl 4-(3-((2-chloro-5-((3-cyanobenzyl)oxy)-4-formylphenoxy)methyl)-2-methylphenyl)indoline-1-carboxylate

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In 1,4-dioxane; water; at 100 ℃; for 5h; Inert atmosphere;

DOI:10.1016/j.ejmech.2020.113001

upstream raw materials:

di-tert-butyl dicarbonate

4-bromo-2,3-dihydro-1H-indole

4-bromoindolin-2-one

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