3-oxo-2-(6-oxo-cyclohex-1-enylmethyl)butyric acid methyl ester

Base Information

• Chemical Name: 3-oxo-2-(6-oxo-cyclohex-1-enylmethyl)butyric acid methyl ester
• CAS No.: 132475-84-4
• Molecular Formula: C₁₂H₁₆O₄
• Molecular Weight: 224.257
• Mol file: 132475-84-4.mol

Synonyms:3-oxo-2-(6-oxo-cyclohex-1-enylmethyl)butyric acid methyl ester

Chemical Property of 3-oxo-2-(6-oxo-cyclohex-1-enylmethyl)butyric acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of 3-oxo-2-(6-oxo-cyclohex-1-enylmethyl)butyric acid methyl ester

There total 8 articles about 3-oxo-2-(6-oxo-cyclohex-1-enylmethyl)butyric acid methyl ester 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: 78.0%

2-(hydroxymethyl)cyclohex-2-en-1-one (105956-40-9) + acetoacetic acid methyl ester (105-45-3) → 3-oxo-2-(6-oxo-cyclohex-1-enylmethyl)butyric acid methyl ester (132475-84-4)

Guidance literature:

With iron(III)-acetylacetonate; boron trifluoride diethyl etherate; In 1,4-dioxane; at 60 ℃; for 36h; Inert atmosphere;

DOI:10.1055/s-0036-1589131

Reference yield: 60.0%

acetoacetic acid methyl ester (105-45-3) + (6-oxocyclohex-1-en-1-yl)methyl acetate (106281-44-1) → 3-oxo-2-(6-oxo-cyclohex-1-enylmethyl)butyric acid methyl ester (132475-84-4)

Guidance literature:

With triethylamine; In ethanol; Heating;

DOI:10.1016/S0040-4020(97)10023-0

Reference yield:

2-(nitromethyl)-cyclohex-1-ene-3-one (113526-04-8) → 3-oxo-2-(6-oxo-cyclohex-1-enylmethyl)butyric acid methyl ester (132475-84-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 83 percent / dimethylformamide / 0.5 h / Ambient temperature

2: 100 percent / Oxone / H₂O; methanol / 1.5 h / Ambient temperature

3: 1) NaH / 1) DMF, 2) MeOH, rt, 48 h

With Oxone; sodium hydride; In methanol; water; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)89067-0

upstream raw materials:

2-(nitromethyl)-cyclohex-1-ene-3-one

acetoacetic acid methyl ester

2-(phenylsulfonylmethyl)cyclohexenone

(6-oxocyclohex-1-en-1-yl)methyl acetate

Downstream raw materials:

methyl 2-chloro-3-(1-oxocyclohex-2-en-2-yl)propanoate

methyl 2-chloro-2-[(1-oxocyclohex-2-en-2-yl)methyl]-3-oxobutanoate

methyl 3-hydroxy-5,6,7,8-tetrahydronaphthalene-2-carboxylate