1-[4-chloro-2-(2,3-dihydro-1,4-benzodioxin-5-ylcarbonyl)phenyl]-1H-pyrrol-2-carbaldehyde

Base Information

Chemical Name:1-[4-chloro-2-(2,3-dihydro-1,4-benzodioxin-5-ylcarbonyl)phenyl]-1H-pyrrol-2-carbaldehyde
CAS No.:937056-02-5
Molecular Formula:C₂₀H₁₄ClNO₄
Molecular Weight:367.788
Hs Code.:

Synonyms:1-[4-chloro-2-(2,3-dihydro-1,4-benzodioxin-5-ylcarbonyl)phenyl]-1H-pyrrol-2-carbaldehyde

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Chemical Property of 1-[4-chloro-2-(2,3-dihydro-1,4-benzodioxin-5-ylcarbonyl)phenyl]-1H-pyrrol-2-carbaldehyde

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Technology Process of 1-[4-chloro-2-(2,3-dihydro-1,4-benzodioxin-5-ylcarbonyl)phenyl]-1H-pyrrol-2-carbaldehyde

There total 6 articles about 1-[4-chloro-2-(2,3-dihydro-1,4-benzodioxin-5-ylcarbonyl)phenyl]-1H-pyrrol-2-carbaldehyde 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: 52.0%

: [5-chloro-2-(1H-pyrrol-1-yl)phenyl](2,3-dihydro-1,4-benzodioxin-5-yl)methanone

: 68-12-2,33513-42-7
N,N-dimethyl-formamide

: 937056-02-5
1-[4-chloro-2-(2,3-dihydro-1,4-benzodioxin-5-ylcarbonyl)phenyl]-1H-pyrrol-2-carbaldehyde

Guidance literature:: N,N-dimethyl-formamide; With trichlorophosphate; at 20 ℃; Cooling with ice;

[5-chloro-2-(1H-pyrrol-1-yl)phenyl](2,3-dihydro-1,4-benzodioxin-5-yl)methanone; In 1,2-dichloro-ethane; at 50 ℃; for 3h;
DOI:10.1016/j.bmc.2012.02.054

Reference yield:

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

: 937056-02-5
1-[4-chloro-2-(2,3-dihydro-1,4-benzodioxin-5-ylcarbonyl)phenyl]-1H-pyrrol-2-carbaldehyde

Guidance literature:: Multi-step reaction with 4 steps

1.1: manganese(IV) oxide / dichloromethane / 50 °C

2.1: trifluoroacetic acid

3.1: acetic acid / 1 h / Reflux

4.1: trichlorophosphate / 20 °C / Cooling with ice

4.2: 3 h / 50 °C

With manganese(IV) oxide; acetic acid; trifluoroacetic acid; trichlorophosphate; In dichloromethane; 4.1: Vilsmeier reaction / 4.2: Vilsmeier reaction;
DOI:10.1016/j.bmc.2012.02.054

Reference yield:

: 24677-78-9
2,3-dihydroxybenzaldehyde

: 937056-02-5
1-[4-chloro-2-(2,3-dihydro-1,4-benzodioxin-5-ylcarbonyl)phenyl]-1H-pyrrol-2-carbaldehyde

Guidance literature:: Multi-step reaction with 6 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

3.1: manganese(IV) oxide / dichloromethane / 50 °C

4.1: trifluoroacetic acid

5.1: acetic acid / 1 h / Reflux

6.1: trichlorophosphate / 20 °C / Cooling with ice

6.2: 3 h / 50 °C

With manganese(IV) oxide; sec.-butyllithium; potassium carbonate; acetic acid; trifluoroacetic acid; trichlorophosphate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 6.1: Vilsmeier reaction / 6.2: Vilsmeier reaction;
DOI:10.1016/j.bmc.2012.02.054