6,7-bis-(2-hydroxy-ethoxy)-3-(4-nitro-benzoyl)-4a,8a-dihydro-chromen-2-one

Base Information

Chemical Name:6,7-bis-(2-hydroxy-ethoxy)-3-(4-nitro-benzoyl)-4a,8a-dihydro-chromen-2-one
CAS No.:349458-74-8
Molecular Formula:C₂₀H₁₇NO₉
Molecular Weight:415.356
Hs Code.:

Synonyms:6,7-bis-(2-hydroxy-ethoxy)-3-(4-nitro-benzoyl)-4a,8a-dihydro-chromen-2-one

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Chemical Property of 6,7-bis-(2-hydroxy-ethoxy)-3-(4-nitro-benzoyl)-4a,8a-dihydro-chromen-2-one

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Technology Process of 6,7-bis-(2-hydroxy-ethoxy)-3-(4-nitro-benzoyl)-4a,8a-dihydro-chromen-2-one

There total 5 articles about 6,7-bis-(2-hydroxy-ethoxy)-3-(4-nitro-benzoyl)-4a,8a-dihydro-chromen-2-one 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: 94.0%

: 838-57-3
ethyl 4-nitrobenzoylacetate

: 349458-71-5
2-hydroxy-4,5-bis-(2-hydroxy-ethoxy)-benzaldehyde

: 349458-74-8
6,7-bis-(2-hydroxy-ethoxy)-3-(4-nitro-benzoyl)-4a,8a-dihydro-chromen-2-one

Guidance literature:: With piperidine; In ethanol; for 4h; Heating;
DOI:10.1016/S0040-4020(01)00168-5

Reference yield:

: 119309-58-9
(2-ethoxycarbonylmethoxy-5-formyl-phenoxy)-acetic acid ethyl ester

: 349458-74-8
6,7-bis-(2-hydroxy-ethoxy)-3-(4-nitro-benzoyl)-4a,8a-dihydro-chromen-2-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: 71 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 20 °C

2.1: LiAlH₄ / tetrahydrofuran / 3 h

2.2: 88 percent / sodium hydroxide / tetrahydrofuran / 4 h / Heating

3.1: trifluoroacetic acid / 3 h / 90 °C

3.2: 55 percent / trifluoroacetic acid / H₂O / 4 h / Heating

4.1: 94 percent / piperidine / ethanol / 4 h / Heating

With piperidine; lithium aluminium tetrahydride; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; In tetrahydrofuran; ethanol; dichloromethane; 1.1: Baeyer-Villiger rearrangement / 4.1: Claisen condensation;
DOI:10.1016/S0040-4020(01)00168-5

Reference yield:

: 139-85-5
3,4-dihydroxybenzaldehyde

: 349458-74-8
6,7-bis-(2-hydroxy-ethoxy)-3-(4-nitro-benzoyl)-4a,8a-dihydro-chromen-2-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: 81 percent / potassium carbonate / acetone / 1 h / Heating

2.1: 71 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 20 °C

3.1: LiAlH₄ / tetrahydrofuran / 3 h

3.2: 88 percent / sodium hydroxide / tetrahydrofuran / 4 h / Heating

4.1: trifluoroacetic acid / 3 h / 90 °C

4.2: 55 percent / trifluoroacetic acid / H₂O / 4 h / Heating

5.1: 94 percent / piperidine / ethanol / 4 h / Heating

With piperidine; lithium aluminium tetrahydride; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; In tetrahydrofuran; ethanol; dichloromethane; acetone; 2.1: Baeyer-Villiger rearrangement / 5.1: Claisen condensation;
DOI:10.1016/S0040-4020(01)00168-5