tert-butyl 4-[4-chloro-3-(2-methoxyethoxy)benzyl]piperidine-1-carboxylate

Base Information

Chemical Name:tert-butyl 4-[4-chloro-3-(2-methoxyethoxy)benzyl]piperidine-1-carboxylate
CAS No.:1176327-29-9
Molecular Formula:C₂₀H₃₀ClNO₄
Molecular Weight:383.916
Hs Code.:

Synonyms:tert-butyl 4-[4-chloro-3-(2-methoxyethoxy)benzyl]piperidine-1-carboxylate

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Chemical Property of tert-butyl 4-[4-chloro-3-(2-methoxyethoxy)benzyl]piperidine-1-carboxylate

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Technology Process of tert-butyl 4-[4-chloro-3-(2-methoxyethoxy)benzyl]piperidine-1-carboxylate

There total 10 articles about tert-butyl 4-[4-chloro-3-(2-methoxyethoxy)benzyl]piperidine-1-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: 96.0%

: 1176327-28-8
tert-Butyl 4-{[4-chloro-3-(2-methoxyethoxy)phenyl]methylidene}piperidine-1-carboxylate

: 1176327-29-9
tert-butyl 4-[4-chloro-3-(2-methoxyethoxy)benzyl]piperidine-1-carboxylate

Guidance literature:: With hydrogen; 5% rhodium-on-charcoal; In ethyl acetate; at 20 ℃; for 1.5h; under 760.051 Torr;

Reference yield: 79.0%

: [4-{[1-(tert-butoxycarbonyl)piperidin-4-yl]methyl}-2-(2-methoxyethoxy)phenyl]boronic acid

: 1176327-29-9
tert-butyl 4-[4-chloro-3-(2-methoxyethoxy)benzyl]piperidine-1-carboxylate

Guidance literature:: With N-chloro-succinimide; copper(l) chloride; In acetonitrile; for 3h; Inert atmosphere; Reflux;
DOI:10.1016/j.bmc.2018.02.008

Reference yield:

: 153556-42-4
4-bromo-3-fluorobenzoic acid

: 1176327-29-9
tert-butyl 4-[4-chloro-3-(2-methoxyethoxy)benzyl]piperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 9 steps

1.1: potassium tert-butylate / 1-methyl-pyrrolidin-2-one / 6 h / 90 °C / Inert atmosphere

2.1: sodium tetrahydroborate; boron trifluoride diethyl etherate / tetrahydrofuran / 3.5 h / 20 °C / Inert atmosphere

3.1: trimethylamine hydrochloride; triethylamine / toluene / 2.5 h / 0 °C / Inert atmosphere

4.1: lithium bromide / tetrahydrofuran / 1 h / Inert atmosphere; Reflux

5.1: toluene / 7 h / Inert atmosphere; Reflux

6.1: potassium carbonate / isopropyl alcohol / 10 h / Reflux; Inert atmosphere

7.1: hydrogen; 5% rhodium-on-charcoal / ethanol; ethyl acetate / 3 h / 45 °C

8.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere

8.2: 5 h / 20 °C / Inert atmosphere

9.1: N-chloro-succinimide; copper(l) chloride / acetonitrile / 3 h / Inert atmosphere; Reflux

With sodium tetrahydroborate; N-chloro-succinimide; n-butyllithium; 5% rhodium-on-charcoal; boron trifluoride diethyl etherate; potassium tert-butylate; hydrogen; trimethylamine hydrochloride; potassium carbonate; triethylamine; copper(l) chloride; lithium bromide; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; ethanol; hexane; ethyl acetate; isopropyl alcohol; toluene; acetonitrile; 6.1: |Wittig Olefination;
DOI:10.1016/j.bmc.2018.02.008