2-(3,4-dichlorophenyl)-3,4-dihydro-2H-pyrano[2,3-b]pyridine

Base Information

• Chemical Name: 2-(3,4-dichlorophenyl)-3,4-dihydro-2H-pyrano[2,3-b]pyridine
• CAS No.: 102830-72-8
• Molecular Formula: C14H11 Cl2 N O
• Molecular Weight: 280.1492
• Mol file: 102830-72-8.mol

Synonyms:

Chemical Property of 2-(3,4-dichlorophenyl)-3,4-dihydro-2H-pyrano[2,3-b]pyridine

Chemical Property:

• Vapor Pressure: 7.98E-07mmHg at 25°C
• Boiling Point: 418.4°Cat760mmHg
• Flash Point: 206.9°C
• Density: 1.342g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-(3,4-dichlorophenyl)-3,4-dihydro-2H-pyrano[2,3-b]pyridine

There total 9 articles about 2-(3,4-dichlorophenyl)-3,4-dihydro-2H-pyrano[2,3-b]pyridine 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-methoxypyridine (1628-89-3) → 2-(3,4-Dichlorophenyl)-3,4-dihydro-2H-pyrano<2,3-b>pyridine (102830-72-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 71 percent / NaOAc, Br₂ / acetic acid / 1.) 80 deg C, 6 h, 2.) 25 deg C, 16 h

2: 1.) n-BuLi / 1.) ether, hexane, -70 deg C, 15 min, 2.) ether, hexane, THF, -65 deg C

3: 83.5 percent / 48percent HBr, HOAc / 0.25 h / 100 °C

4: 59 percent / H₂ / W-2 Raney Ni / tetrahydrofuran; ethanol / 6 h

5: 1.) t-BuLi, 2.) CH₃OH / 1.) toluene, ether, pentane, -100 deg C, 20 min, 2.) toluene, ether, pentane, - 85 deg C

With methanol; n-butyllithium; hydrogen bromide; hydrogen; bromine; tert.-butyl lithium; sodium acetate; acetic acid; W-2 Raney Ni; In tetrahydrofuran; ethanol; acetic acid;

DOI:10.1021/jm00159a006

Reference yield:

3,5-dibromo-2-methoxypyridine (13472-60-1) → 2-(3,4-Dichlorophenyl)-3,4-dihydro-2H-pyrano<2,3-b>pyridine (102830-72-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) n-BuLi / 1.) ether, hexane, -70 deg C, 15 min, 2.) ether, hexane, THF, -65 deg C

2: 83.5 percent / 48percent HBr, HOAc / 0.25 h / 100 °C

3: 59 percent / H₂ / W-2 Raney Ni / tetrahydrofuran; ethanol / 6 h

4: 1.) t-BuLi, 2.) CH₃OH / 1.) toluene, ether, pentane, -100 deg C, 20 min, 2.) toluene, ether, pentane, - 85 deg C

With methanol; n-butyllithium; hydrogen bromide; hydrogen; tert.-butyl lithium; acetic acid; W-2 Raney Ni; In tetrahydrofuran; ethanol;

DOI:10.1021/jm00159a006

Reference yield:

6-Bromo-2-(3,4-dichlorophenyl)-2H-pyrano<2,3-b>pyridine (102830-82-0) → 2-(3,4-Dichlorophenyl)-3,4-dihydro-2H-pyrano<2,3-b>pyridine (102830-72-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 59 percent / H₂ / W-2 Raney Ni / tetrahydrofuran; ethanol / 6 h

2: 1.) t-BuLi, 2.) CH₃OH / 1.) toluene, ether, pentane, -100 deg C, 20 min, 2.) toluene, ether, pentane, - 85 deg C

With methanol; hydrogen; tert.-butyl lithium; W-2 Raney Ni; In tetrahydrofuran; ethanol;

DOI:10.1021/jm00159a006

upstream raw materials:

6-Bromo-2-(3,4-dichlorophenyl)-3,4-dihydro-2H-pyrano<2,3-b>pyridine

2-methoxypyridine

3,5-dibromo-2-methoxypyridine

6-Bromo-2-(3,4-dichlorophenyl)-2H-pyrano<2,3-b>pyridine