3-ethoxy-2-isopropyl-5-(3-methoxy-2,6-dimethylbenzyl)-5-methylcyclopent-2-en-1-one

Base Information

Chemical Name:3-ethoxy-2-isopropyl-5-(3-methoxy-2,6-dimethylbenzyl)-5-methylcyclopent-2-en-1-one
CAS No.:1354972-38-5
Molecular Formula:C₂₁H₃₀O₃
Molecular Weight:330.467
Hs Code.:

Synonyms:3-ethoxy-2-isopropyl-5-(3-methoxy-2,6-dimethylbenzyl)-5-methylcyclopent-2-en-1-one

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Chemical Property of 3-ethoxy-2-isopropyl-5-(3-methoxy-2,6-dimethylbenzyl)-5-methylcyclopent-2-en-1-one

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Technology Process of 3-ethoxy-2-isopropyl-5-(3-methoxy-2,6-dimethylbenzyl)-5-methylcyclopent-2-en-1-one

There total 8 articles about 3-ethoxy-2-isopropyl-5-(3-methoxy-2,6-dimethylbenzyl)-5-methylcyclopent-2-en-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: 97.0%

: 1260743-46-1
2-(bromomethyl)-4-methoxy-1,3-dimethylbenzene

: 130216-28-3
3-ethoxy-2-isopropyl-5-methyl-2-cyclopenten-1-one

: 1354972-38-5
3-ethoxy-2-isopropyl-5-(3-methoxy-2,6-dimethylbenzyl)-5-methylcyclopent-2-en-1-one

Guidance literature:: 3-ethoxy-2-isopropyl-5-methyl-2-cyclopenten-1-one; With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 1.08333h; Inert atmosphere;

2-(bromomethyl)-4-methoxy-1,3-dimethylbenzene; In tetrahydrofuran; at -63 ℃; Inert atmosphere;
DOI:10.1139/v11-116

Reference yield:

: 81-20-9
2,6-dimethylnitrobenzene

: 1354972-38-5
3-ethoxy-2-isopropyl-5-(3-methoxy-2,6-dimethylbenzyl)-5-methylcyclopent-2-en-1-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: ferric(III) bromide; bromine; iron / dichloromethane / 8 h / Inert atmosphere; Reflux

2.1: sodium / Inert atmosphere

2.2: 12 h / 110 °C / Inert atmosphere

3.1: ammonium chloride; zinc / methanol; water / 2 h / 20 °C / Inert atmosphere

4.1: hydrogen bromide; copper(I) bromide; lithium bromide; sodium nitrite / tetrahydrofuran / 20 °C / Inert atmosphere; Cooling with ice

4.2: 2 h / -78 °C / Inert atmosphere

4.3: -78 - 20 °C / Inert atmosphere

5.1: lithium aluminium tetrahydride / diethyl ether / 0 - 20 °C / Inert atmosphere

6.1: phosphorus tribromide / diethyl ether / 0 - 20 °C / Inert atmosphere

7.1: N,N,N,N,N,N-hexamethylphosphoric triamide; lithium diisopropyl amide / tetrahydrofuran / 1.08 h / -78 °C / Inert atmosphere

7.2: -63 °C / Inert atmosphere

With N,N,N,N,N,N-hexamethylphosphoric triamide; ferric(III) bromide; lithium aluminium tetrahydride; hydrogen bromide; bromine; sodium; phosphorus tribromide; iron; ammonium chloride; copper(I) bromide; lithium bromide; zinc; lithium diisopropyl amide; sodium nitrite; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; 4.1: Sandmeyer reaction;
DOI:10.1139/v11-116

Reference yield:

: 1-methoxy-2,4-dimethyl-3-nitrobenzene

: 1354972-38-5
3-ethoxy-2-isopropyl-5-(3-methoxy-2,6-dimethylbenzyl)-5-methylcyclopent-2-en-1-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: ammonium chloride; zinc / methanol; water / 2 h / 20 °C / Inert atmosphere

2.1: hydrogen bromide; copper(I) bromide; lithium bromide; sodium nitrite / tetrahydrofuran / 20 °C / Inert atmosphere; Cooling with ice

2.2: 2 h / -78 °C / Inert atmosphere

2.3: -78 - 20 °C / Inert atmosphere

3.1: lithium aluminium tetrahydride / diethyl ether / 0 - 20 °C / Inert atmosphere

4.1: phosphorus tribromide / diethyl ether / 0 - 20 °C / Inert atmosphere

5.1: N,N,N,N,N,N-hexamethylphosphoric triamide; lithium diisopropyl amide / tetrahydrofuran / 1.08 h / -78 °C / Inert atmosphere

5.2: -63 °C / Inert atmosphere

With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium aluminium tetrahydride; hydrogen bromide; phosphorus tribromide; ammonium chloride; copper(I) bromide; lithium bromide; zinc; lithium diisopropyl amide; sodium nitrite; In tetrahydrofuran; methanol; diethyl ether; water; 2.1: Sandmeyer reaction;
DOI:10.1139/v11-116