tert-butyl (2-methoxy-1,3-dimethyl-4-oxocyclohexa-2,5-dien-1-yl) malonate

Base Information

Chemical Name:tert-butyl (2-methoxy-1,3-dimethyl-4-oxocyclohexa-2,5-dien-1-yl) malonate
CAS No.:1318760-77-8
Molecular Formula:C₁₆H₂₂O₆
Molecular Weight:310.347
Hs Code.:

Synonyms:tert-butyl (2-methoxy-1,3-dimethyl-4-oxocyclohexa-2,5-dien-1-yl) malonate

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Chemical Property of tert-butyl (2-methoxy-1,3-dimethyl-4-oxocyclohexa-2,5-dien-1-yl) malonate

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Technology Process of tert-butyl (2-methoxy-1,3-dimethyl-4-oxocyclohexa-2,5-dien-1-yl) malonate

There total 4 articles about tert-butyl (2-methoxy-1,3-dimethyl-4-oxocyclohexa-2,5-dien-1-yl) malonate 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: 98.0%

: 40052-13-9
mono-tert-butyl malonate

: 1318760-76-7
4-hydroxy-3-methoxy-2,4-dimethylcyclohexa-2,5-dienone

: 1318760-77-8
tert-butyl (2-methoxy-1,3-dimethyl-4-oxocyclohexa-2,5-dien-1-yl) malonate

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In acetonitrile; at 20 ℃;
DOI:10.1021/ol201211f

Reference yield:

: 608-25-3
2-methylbenzene-1,3-diol

: 1318760-77-8
tert-butyl (2-methoxy-1,3-dimethyl-4-oxocyclohexa-2,5-dien-1-yl) malonate

Guidance literature:: Multi-step reaction with 7 steps

1.1: trichlorophosphate / 0 °C / Inert atmosphere

1.2: 0 - 20 °C / Inert atmosphere

2.1: sodium hydrogencarbonate; potassium iodide / acetonitrile / 60 - 80 °C

3.1: potassium carbonate / N,N-dimethyl-formamide / 3 h / 80 °C

4.1: hydrogenchloride; palladium 10% on activated carbon; hydrogen / methanol; water / 20 °C

5.1: 0.17 h / 125 °C / Microwave irradiation

6.1: [bis(acetoxy)iodo]benzene / water; acetonitrile / 4 h

7.1: dmap; dicyclohexyl-carbodiimide / acetonitrile / 20 °C

With hydrogenchloride; dmap; [bis(acetoxy)iodo]benzene; palladium 10% on activated carbon; hydrogen; sodium hydrogencarbonate; potassium carbonate; dicyclohexyl-carbodiimide; potassium iodide; trichlorophosphate; In methanol; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ol201211f

Reference yield:

: 6248-20-0
2,4-dihydroxy-3-methylbenzaldehyde

: 1318760-77-8
tert-butyl (2-methoxy-1,3-dimethyl-4-oxocyclohexa-2,5-dien-1-yl) malonate

Guidance literature:: Multi-step reaction with 6 steps

1: sodium hydrogencarbonate; potassium iodide / acetonitrile / 60 - 80 °C

2: potassium carbonate / N,N-dimethyl-formamide / 3 h / 80 °C

3: hydrogenchloride; palladium 10% on activated carbon; hydrogen / methanol; water / 20 °C

4: 0.17 h / 125 °C / Microwave irradiation

5: [bis(acetoxy)iodo]benzene / water; acetonitrile / 4 h

6: dmap; dicyclohexyl-carbodiimide / acetonitrile / 20 °C

With hydrogenchloride; dmap; [bis(acetoxy)iodo]benzene; palladium 10% on activated carbon; hydrogen; sodium hydrogencarbonate; potassium carbonate; dicyclohexyl-carbodiimide; potassium iodide; In methanol; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ol201211f