7,7-dimethyl-5,6,7,7a-tetrahydro-1(3H)-isobenzofuranone

Base Information

• Chemical Name: 7,7-dimethyl-5,6,7,7a-tetrahydro-1(3H)-isobenzofuranone
• CAS No.: 76786-84-0
• Molecular Formula: C₁₀H₁₄O₂
• Molecular Weight: 166.22
• Mol file: 76786-84-0.mol

Synonyms:7,7-dimethyl-5,6,7,7a-tetrahydro-1(3H)-isobenzofuranone

Chemical Property of 7,7-dimethyl-5,6,7,7a-tetrahydro-1(3H)-isobenzofuranone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7,7-dimethyl-5,6,7,7a-tetrahydro-1(3H)-isobenzofuranone

There total 1 articles about 7,7-dimethyl-5,6,7,7a-tetrahydro-1(3H)-isobenzofuranone 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: 47.0%

methyl 6,6-dimethyl-2-(hydroxymethyl)-2-cyclohexene-1-carboxylate (122203-51-4) → 7,7-dimethyl-4,5,6,7-tetrahydro-1(3H)-isobenzofuranone (89656-08-6) + <5,5-dimethyl-6-(hydroxymethyl)-1-cyclohexenyl>methanol + 7,7-dimethyl-5,6,7,7a-tetrahydro-1(3H)-isobenzofuranone (76786-84-0)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; at 50 ℃; for 18h;

DOI:10.1002/hlca.19880710702

Reference yield:

7,7-dimethyl-5,6,7,7a-tetrahydro-1(3H)-isobenzofuranone (76786-84-0) → cis-6,6-Dimethyl-2-methylen-1-crotonoyl-cyclohexan (31191-92-1)

Guidance literature:

Multi-step reaction with 7 steps

1: 39 percent / hydrogen / 10percent Pd/C / methanol / 1.5 h / Ambient temperature

2: 1.) NaH / 1.) oil, THF, reflux, 50 min; 2.) HMPA, reflux, 45 h

3: 95 percent / diethyl ether; methanol; H₂O / Ambient temperature

4: peracetic acid / acetic acid; CHCl₃ / 0.17 h / Ambient temperature

5: CH₂Cl₂ / 3 h / Heating

6: 85 percent / Mg / tetrahydrofuran / 1.5 h / Heating

7: 1.) KH; 2.) TsOH*H₂O / 1.) HMPA, r.t. 1.5 h; 2.) THF, reflux, 55 h

With peracetic acid; hydrogen; potassium hydride; sodium hydride; toluene-4-sulfonic acid; magnesium; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; chloroform; water; acetic acid;

DOI:10.1002/hlca.19880710702

Reference yield:

7,7-dimethyl-5,6,7,7a-tetrahydro-1(3H)-isobenzofuranone (76786-84-0) → 2-methylene-6,6-dimethyl-1-[but-2-enoyl]-cyclohexane (31191-93-2)

Guidance literature:

Multi-step reaction with 7 steps

1: 39 percent / hydrogen / 10percent Pd/C / methanol / 1.5 h / Ambient temperature

2: 1.) NaH / 1.) oil, THF, reflux, 50 min; 2.) HMPA, reflux, 45 h

3: 95 percent / diethyl ether; methanol; H₂O / Ambient temperature

4: peracetic acid / acetic acid; CHCl₃ / 0.17 h / Ambient temperature

5: CH₂Cl₂ / 3 h / Heating

6: 85 percent / Mg / tetrahydrofuran / 1.5 h / Heating

7: 1.) KH; 2.) TsOH*H₂O / 1.) HMPA, r.t. 1.5 h; 2.) THF, reflux, 55 h

With peracetic acid; hydrogen; potassium hydride; sodium hydride; toluene-4-sulfonic acid; magnesium; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; chloroform; water; acetic acid;

DOI:10.1002/hlca.19880710702

upstream raw materials:

methyl 6,6-dimethyl-2-(hydroxymethyl)-2-cyclohexene-1-carboxylate

Downstream raw materials:

cis-6,6-Dimethyl-2-methylen-1-crotonoyl-cyclohexan

2-methylene-6,6-dimethyl-1-[but-2-enoyl]-cyclohexane

methyl (+/-)-2,2-dimethyl-6-methylene-1-cyclohexanecarboxylate

1-(2'-2'-dimethyl-6'-methylidenecyclohexyl)-3-buten-1-one