3-(3-diazo-2-oxo-propyl)-3-methyl-4-methylene-cyclohexanone

Base Information

• Chemical Name: 3-(3-diazo-2-oxo-propyl)-3-methyl-4-methylene-cyclohexanone
• CAS No.: 222615-10-3
• Molecular Formula: C₁₁H₁₄N₂O₂
• Molecular Weight: 206.244
• Mol file: 222615-10-3.mol

Synonyms:

Chemical Property of 3-(3-diazo-2-oxo-propyl)-3-methyl-4-methylene-cyclohexanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(3-diazo-2-oxo-propyl)-3-methyl-4-methylene-cyclohexanone

There total 7 articles about 3-(3-diazo-2-oxo-propyl)-3-methyl-4-methylene-cyclohexanone 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:

4,4-(ethylenedioxy)-2-methylcyclohex-1-ene-1-methanol (29915-82-0) → 3-(3-diazo-2-oxo-propyl)-3-methyl-4-methylene-cyclohexanone (222615-10-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 73 percent / EtCOOH / 120 h / 180 °C

2: 70 percent / aq. HCl / tetrahydrofuran / 3 h

3: aq. NaOH / methanol / 12 h / Heating

4: (COCl)2 / benzene / 2 h / Ambient temperature

5: diethyl ether / 2 h / 0 - 5 °C

With hydrogenchloride; sodium hydroxide; oxalyl dichloride; propionic acid; In tetrahydrofuran; methanol; diethyl ether; benzene;

DOI:10.1016/S0040-4039(98)02656-2

Reference yield:

4-carbethoxy-3-methyl-2-cyclohexen-1-one (487-51-4) → 3-(3-diazo-2-oxo-propyl)-3-methyl-4-methylene-cyclohexanone (222615-10-3)

Guidance literature:

Multi-step reaction with 7 steps

1: 75 percent / p-TSA / benzene / 3.5 h / Heating

2: 90 percent / LiAlH₄ / diethyl ether / 2 h / -70 °C

3: 73 percent / EtCOOH / 120 h / 180 °C

4: 70 percent / aq. HCl / tetrahydrofuran / 3 h

5: aq. NaOH / methanol / 12 h / Heating

6: (COCl)2 / benzene / 2 h / Ambient temperature

7: diethyl ether / 2 h / 0 - 5 °C

With hydrogenchloride; sodium hydroxide; lithium aluminium tetrahydride; oxalyl dichloride; toluene-4-sulfonic acid; propionic acid; In tetrahydrofuran; methanol; diethyl ether; benzene;

DOI:10.1016/S0040-4039(98)02656-2

Reference yield:

ethyl 4,4-(ethylenedioxy)-2-methylcyclohex-1-ene-1-carboxylate (32917-26-3) → 3-(3-diazo-2-oxo-propyl)-3-methyl-4-methylene-cyclohexanone (222615-10-3)

Guidance literature:

Multi-step reaction with 6 steps

1: 90 percent / LiAlH₄ / diethyl ether / 2 h / -70 °C

2: 73 percent / EtCOOH / 120 h / 180 °C

3: 70 percent / aq. HCl / tetrahydrofuran / 3 h

4: aq. NaOH / methanol / 12 h / Heating

5: (COCl)2 / benzene / 2 h / Ambient temperature

6: diethyl ether / 2 h / 0 - 5 °C

With hydrogenchloride; sodium hydroxide; lithium aluminium tetrahydride; oxalyl dichloride; propionic acid; In tetrahydrofuran; methanol; diethyl ether; benzene;

DOI:10.1016/S0040-4039(98)02656-2

upstream raw materials:

diazomethane

4,4-(ethylenedioxy)-2-methylcyclohex-1-ene-1-methanol

4-carbethoxy-3-methyl-2-cyclohexen-1-one

ethyl 4,4-(ethylenedioxy)-2-methylcyclohex-1-ene-1-carboxylate