tert-butyl N-[5-bromo-2-(prop-2-en-1-yloxy)phenyl]methylidenecarbamate

Base Information

Chemical Name:tert-butyl N-[5-bromo-2-(prop-2-en-1-yloxy)phenyl]methylidenecarbamate
CAS No.:1314234-86-0
Molecular Formula:C₁₅H₁₈BrNO₃
Molecular Weight:340.217
Hs Code.:

Synonyms:tert-butyl N-[5-bromo-2-(prop-2-en-1-yloxy)phenyl]methylidenecarbamate

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Chemical Property of tert-butyl N-[5-bromo-2-(prop-2-en-1-yloxy)phenyl]methylidenecarbamate

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Technology Process of tert-butyl N-[5-bromo-2-(prop-2-en-1-yloxy)phenyl]methylidenecarbamate

There total 2 articles about tert-butyl N-[5-bromo-2-(prop-2-en-1-yloxy)phenyl]methylidenecarbamate 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: 55.0%

: 4248-19-5
tert-butyl carbazate

: 40359-62-4
2-allyloxy-5-bromobenzaldehyde

: 1314234-86-0
tert-butyl N-[5-bromo-2-(prop-2-en-1-yloxy)phenyl]methylidenecarbamate

Guidance literature:: tert-butyl carbazate; 2-allyloxy-5-bromobenzaldehyde; With formic acid; sodium 4-methylbenzenesulfinate; In methanol; water; at 40 ℃; for 16h;

With potassium carbonate; sodium sulfate; In tetrahydrofuran; for 15h; Reflux;
DOI:10.1002/anie.201101220

Reference yield:

: 1761-61-1
5-bromosalicyclaldehyde

: 1314234-86-0
tert-butyl N-[5-bromo-2-(prop-2-en-1-yloxy)phenyl]methylidenecarbamate

Guidance literature:: Multi-step reaction with 2 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 1.5 h / 20 °C

2.1: formic acid; sodium 4-methylbenzenesulfinate / methanol; water / 16 h / 40 °C

2.2: 15 h / Reflux

With formic acid; potassium carbonate; sodium 4-methylbenzenesulfinate; In methanol; water; N,N-dimethyl-formamide;
DOI:10.1002/anie.201101220

Reference yield: 93.0%

: 1314234-86-0
tert-butyl N-[5-bromo-2-(prop-2-en-1-yloxy)phenyl]methylidenecarbamate

: 23534-97-6
1,1,3‐tribromo‐2,2‐dimethylcyclopropane

: 1314234-88-2
tert-butyl N-{[5-bromo-2-(prop-2-en-1-yloxy)phenyl](3,3-dimethylcycloprop-1-en-1-yl)methyl}carbamate

Guidance literature:: 1,1,3‐tribromo‐2,2‐dimethylcyclopropane; With n-butyllithium; In hexanes; diethyl ether; at -78 - -10 ℃; for 1h;

tert-butyl N-[5-bromo-2-(prop-2-en-1-yloxy)phenyl]methylidenecarbamate; In tetrahydrofuran; hexanes; diethyl ether; at -50 - 20 ℃; for 0.25h;

With ammonium chloride; In hexanes; diethyl ether; water; Saturated solution;
DOI:10.1002/anie.201101220