tert-Butyl 7-broMo-3,4-dihydroquinoline-1(2H)-carboxylate

Base Information

• Chemical Name: tert-Butyl 7-broMo-3,4-dihydroquinoline-1(2H)-carboxylate
• CAS No.: 1187932-64-4
• Molecular Formula: C₁₄H₁₈BrNO₂
• Molecular Weight: 312.206
• Hs Code.: 2933499090
• Mol file: 1187932-64-4.mol

Synonyms:tert-Butyl 7-broMo-3,4-dihydroquinoline-1(2H)-carboxylate;N-BOC-7-BROMO-3,4-DIHYDROQUINOLINE

Chemical Property of tert-Butyl 7-broMo-3,4-dihydroquinoline-1(2H)-carboxylate

Chemical Property:

• PSA: 29.54000
• LogP: 4.20180
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

1-BOC-7-Bromo-3,4-dihydro-2H-quinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of tert-Butyl 7-broMo-3,4-dihydroquinoline-1(2H)-carboxylate

There total 4 articles about tert-Butyl 7-broMo-3,4-dihydroquinoline-1(2H)-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: 35.0%

di-tert-butyl dicarbonate (24424-99-5) + 7-bromo-1,2,3,4-tetrahydroquinoline (114744-51-3) → tert-butyl 7-bromo-3,4-dihydroquinoline-1(2H)-carboxylate (1187932-64-4)

Guidance literature:

With dmap; triethylamine; In tetrahydrofuran; at 60 ℃;

DOI:10.1021/ml500030p

Reference yield:

6-bromoindan-1-one (14548-39-1) → tert-butyl 7-bromo-3,4-dihydroquinoline-1(2H)-carboxylate (1187932-64-4)

Guidance literature:

Multi-step reaction with 4 steps

1: hydroxylamine hydrochloride; potassium hydroxide / water; methanol / 3 h / Reflux

2: methanesulfonyl chloride; triethylamine / dichloromethane / 2 h / -15 °C

3: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / 20 °C

4: dmap; triethylamine / tetrahydrofuran / 60 °C

With dmap; lithium aluminium tetrahydride; hydroxylamine hydrochloride; methanesulfonyl chloride; triethylamine; potassium hydroxide; In tetrahydrofuran; methanol; dichloromethane; water;

DOI:10.1021/ml500030p

Reference yield:

6-bromo-2,3-dihydro-1H-inden-1-one oxime → tert-butyl 7-bromo-3,4-dihydroquinoline-1(2H)-carboxylate (1187932-64-4)

Guidance literature:

Multi-step reaction with 3 steps

1: methanesulfonyl chloride; triethylamine / dichloromethane / 2 h / -15 °C

2: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / 20 °C

3: dmap; triethylamine / tetrahydrofuran / 60 °C

With dmap; lithium aluminium tetrahydride; methanesulfonyl chloride; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ml500030p

upstream raw materials:

6-bromoindan-1-one

7-bromo-3,4-dihydroquinoline-2(1H)-one

di-tert-butyl dicarbonate

7-bromo-1,2,3,4-tetrahydroquinoline

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