tert-butyl 4-chloro-2-[2,3-dihydro-1,4-benzodioxin-5-yl(hydroxy)methyl]phenyl carbamate

Base Information

Chemical Name:tert-butyl 4-chloro-2-[2,3-dihydro-1,4-benzodioxin-5-yl(hydroxy)methyl]phenyl carbamate
CAS No.:937058-10-1
Molecular Formula:C₂₀H₂₂ClNO₅
Molecular Weight:391.851
Hs Code.:

Synonyms:tert-butyl 4-chloro-2-[2,3-dihydro-1,4-benzodioxin-5-yl(hydroxy)methyl]phenyl carbamate

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Chemical Property of tert-butyl 4-chloro-2-[2,3-dihydro-1,4-benzodioxin-5-yl(hydroxy)methyl]phenyl carbamate

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Technology Process of tert-butyl 4-chloro-2-[2,3-dihydro-1,4-benzodioxin-5-yl(hydroxy)methyl]phenyl carbamate

There total 2 articles about tert-butyl 4-chloro-2-[2,3-dihydro-1,4-benzodioxin-5-yl(hydroxy)methyl]phenyl carbamate 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: 49.0%

: 18437-66-6
N-(t-butoxycarbonyl)-4-chloroaniline

: 29668-43-7
2,3-dihydro-benzo[1,4]dioxine-5-carbaldehyde

: 937058-10-1
tert-butyl 4-chloro-2-[2,3-dihydro-1,4-benzodioxin-5-yl(hydroxy)methyl]phenyl carbamate

Guidance literature:: N-(t-butoxycarbonyl)-4-chloroaniline; With sec.-butyllithium; In tetrahydrofuran; at -78 ℃; Cooling with ice;

2,3-dihydro-benzo[1,4]dioxine-5-carbaldehyde; In tetrahydrofuran; at 20 ℃; Cooling with ice;

With water; ammonium chloride; In tetrahydrofuran; at 20 ℃;
DOI:10.1016/j.bmc.2012.02.054

Reference yield:

: 24677-78-9
2,3-dihydroxybenzaldehyde

: 937058-10-1
tert-butyl 4-chloro-2-[2,3-dihydro-1,4-benzodioxin-5-yl(hydroxy)methyl]phenyl carbamate

Guidance literature:: Multi-step reaction with 2 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 3 h / 70 °C

2.1: sec.-butyllithium / tetrahydrofuran / -78 °C / Cooling with ice

2.2: 20 °C / Cooling with ice

2.3: 20 °C

With sec.-butyllithium; potassium carbonate; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2012.02.054