(E)-2-(4-hydroxy-3,5-dimethylbenzyliden)-2,3-dihydro-5,6-dimethoxy-7-nitroindan-1-one

Base Information

• Chemical Name: (E)-2-(4-hydroxy-3,5-dimethylbenzyliden)-2,3-dihydro-5,6-dimethoxy-7-nitroindan-1-one
• CAS No.: 225652-92-6
• Molecular Formula: C₂₀H₁₉NO₆
• Molecular Weight: 369.374

Synonyms:(E)-2-(4-hydroxy-3,5-dimethylbenzyliden)-2,3-dihydro-5,6-dimethoxy-7-nitroindan-1-one

Chemical Property of (E)-2-(4-hydroxy-3,5-dimethylbenzyliden)-2,3-dihydro-5,6-dimethoxy-7-nitroindan-1-one

Chemical Property:

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Technology Process of (E)-2-(4-hydroxy-3,5-dimethylbenzyliden)-2,3-dihydro-5,6-dimethoxy-7-nitroindan-1-one

There total 2 articles about (E)-2-(4-hydroxy-3,5-dimethylbenzyliden)-2,3-dihydro-5,6-dimethoxy-7-nitroindan-1-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: 82.0%

4-hydroxy-3,5-dimethylbenzaldehyde (2233-18-3) + 5,6-dimethoxy-7-nitro-2,3-dihydro-1H-inden-1-one (66773-29-3) → (E)-2-(4-hydroxy-3,5-dimethylbenzyliden)-2,3-dihydro-5,6-dimethoxy-7-nitroindan-1-one (225652-92-6)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 110 ℃; for 8h;

DOI:10.1111/cbdd.13857

Reference yield:

5,6-dimethoxy-1-indanone (2107-69-9) → (E)-2-(4-hydroxy-3,5-dimethylbenzyliden)-2,3-dihydro-5,6-dimethoxy-7-nitroindan-1-one (225652-92-6)

Guidance literature:

Multi-step reaction with 2 steps

1: TFA; NaNO₂

2: 5 percent CH₃SO₃H; AcOH

With methanesulfonic acid; acetic acid; trifluoroacetic acid; sodium nitrite; 1: Nitration / 2: Condensation;

DOI:10.1016/S0960-894X(00)00032-9

Reference yield: 47.6%

(E)-2-(4-hydroxy-3,5-dimethylbenzyliden)-2,3-dihydro-5,6-dimethoxy-7-nitroindan-1-one (225652-92-6) → 2-(3,5-dimethyl-4-hydroxybenzyl)-7-amino-5,6-dimethoxy-2,3-dihydroindan-1-one

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1111/cbdd.13857

upstream raw materials:

4-hydroxy-3,5-dimethylbenzaldehyde

5,6-dimethoxy-7-nitro-2,3-dihydro-1H-inden-1-one

5,6-dimethoxy-1-indanone

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