9-(2-hydroxy-4,4-dimethyl-6-oxocyclohexyl)-8-methoxy-3,3-dimethyl-2,3,4,9-tetrahydro-1H-xanthen-1-one

Base Information

• Chemical Name: 9-(2-hydroxy-4,4-dimethyl-6-oxocyclohexyl)-8-methoxy-3,3-dimethyl-2,3,4,9-tetrahydro-1H-xanthen-1-one
• CAS No.: 221348-97-6
• Molecular Formula: C₂₄H₂₈O₅
• Molecular Weight: 396.483

Synonyms:9-(2-hydroxy-4,4-dimethyl-6-oxocyclohexyl)-8-methoxy-3,3-dimethyl-2,3,4,9-tetrahydro-1H-xanthen-1-one

Chemical Property of 9-(2-hydroxy-4,4-dimethyl-6-oxocyclohexyl)-8-methoxy-3,3-dimethyl-2,3,4,9-tetrahydro-1H-xanthen-1-one

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Technology Process of 9-(2-hydroxy-4,4-dimethyl-6-oxocyclohexyl)-8-methoxy-3,3-dimethyl-2,3,4,9-tetrahydro-1H-xanthen-1-one

There total 2 articles about 9-(2-hydroxy-4,4-dimethyl-6-oxocyclohexyl)-8-methoxy-3,3-dimethyl-2,3,4,9-tetrahydro-1H-xanthen-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: 87.0%

dimedone (126-81-8) + N,N-dimethyl-formamide (68-12-2,33513-42-7) + 3-methoxy-2-(trimethylsilyl)phenyl-trifluoromethanesulfonate (217813-03-1) → 9-(2-hydroxy-4,4-dimethyl-6-oxocyclohexyl)-8-methoxy-3,3-dimethyl-2,3,4,9-tetrahydro-1H-xanthen-1-one (221348-97-6)

Guidance literature:

With tetrabutyl ammonium fluoride; at 20 ℃; for 12h; regioselective reaction; Inert atmosphere;

DOI:10.1002/anie.201102088

Reference yield: 52.0%

6-methoxysalicylaldehyde (700-44-7) + dimedone (126-81-8) → 9-(2-hydroxy-4,4-dimethyl-6-oxocyclohexyl)-8-methoxy-3,3-dimethyl-2,3,4,9-tetrahydro-1H-xanthen-1-one (221348-97-6)

Guidance literature:

With acetic acid; In water; at 100 ℃; for 1h;

DOI:10.1021/jm8003587

Reference yield: 69.0%

9-(2-hydroxy-4,4-dimethyl-6-oxocyclohexyl)-8-methoxy-3,3-dimethyl-2,3,4,9-tetrahydro-1H-xanthen-1-one (221348-97-6) + 1,3-cylohexanedione (504-02-9) → C22H24O5 (1320360-05-1)

Guidance literature:

In N,N-dimethyl-formamide; at 20 ℃; for 12h; regioselective reaction; Inert atmosphere;

DOI:10.1002/anie.201102088

upstream raw materials:

6-methoxysalicylaldehyde

dimedone

N,N-dimethyl-formamide

3-methoxy-2-(trimethylsilyl)phenyl-trifluoromethanesulfonate

Downstream raw materials:

C₂₂H₂₄O₅

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