N-<(Benzyloxy)carbonyl>-2-(4-chlorobutyl)-2,3-dihydro-4-pyridone

Base Information

Chemical Name:N-<(Benzyloxy)carbonyl>-2-(4-chlorobutyl)-2,3-dihydro-4-pyridone
CAS No.:154050-55-2
Molecular Formula:C₁₇H₂₀ClNO₃
Molecular Weight:321.804
Hs Code.:

Synonyms:N-<(Benzyloxy)carbonyl>-2-(4-chlorobutyl)-2,3-dihydro-4-pyridone

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Chemical Property of N-<(Benzyloxy)carbonyl>-2-(4-chlorobutyl)-2,3-dihydro-4-pyridone

Chemical Property:

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Technology Process of N-<(Benzyloxy)carbonyl>-2-(4-chlorobutyl)-2,3-dihydro-4-pyridone

There total 3 articles about N-<(Benzyloxy)carbonyl>-2-(4-chlorobutyl)-2,3-dihydro-4-pyridone 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: 44.0%

: 620-08-6,1232006-56-2
4-methoxypyridine

: 86517-04-6
4-chlorobutylmagnesium bromide

: 501-53-1,94274-21-2
benzyl chloroformate

: 154050-55-2
N-<(Benzyloxy)carbonyl>-2-(4-chlorobutyl)-2,3-dihydro-4-pyridone

Guidance literature:: 4-methoxypyridine; benzyl chloroformate; In tetrahydrofuran; at -60 ℃; for 1h;

4-chlorobutylmagnesium bromide; In tetrahydrofuran; at -60 ℃; for 1h;

With hydrogenchloride; In tetrahydrofuran; for 8h;
DOI:10.1248/bpb.23.1114

Reference yield:

: benzyl 4-oxopyridine-1(4H)-carboxylate

: 86517-04-6
4-chlorobutylmagnesium bromide

: 154050-55-2
N-<(Benzyloxy)carbonyl>-2-(4-chlorobutyl)-2,3-dihydro-4-pyridone

Guidance literature:: benzyl 4-oxopyridine-1(4H)-carboxylate; With copper(I) bromide dimethylsulfide complex; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In dichloromethane; at 18 - 25 ℃; for 0.0833333h; Inert atmosphere; Schlenk technique;

With boron trifluoride diethyl etherate; In dichloromethane; at -78 ℃; for 0.333333h; Inert atmosphere; Schlenk technique;

4-chlorobutylmagnesium bromide; In dichloromethane; at -78 ℃; for 12h; Inert atmosphere; Schlenk technique;
DOI:10.1002/anie.201906237

Reference yield:

: 626-64-2,157061-69-3
pyridin-4-ol

: 154050-55-2
N-<(Benzyloxy)carbonyl>-2-(4-chlorobutyl)-2,3-dihydro-4-pyridone

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / mineral oil; tert-butyl alcohol / 60 °C / Inert atmosphere; Schlenk technique

1.2: 12 h / 30 °C / Inert atmosphere; Schlenk technique

2.1: copper(I) bromide dimethylsulfide complex; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl / dichloromethane / 0.08 h / 18 - 25 °C / Inert atmosphere; Schlenk technique

2.2: 0.33 h / -78 °C / Inert atmosphere; Schlenk technique

2.3: 12 h / -78 °C / Inert atmosphere; Schlenk technique

With copper(I) bromide dimethylsulfide complex; sodium hydride; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In dichloromethane; mineral oil; tert-butyl alcohol;
DOI:10.1002/anie.201906237