2-Cyclohexen-1-one, 2-(hydroxymethyl)-5-methyl-5-(4-methyl-3-pentenyl)-

Base Information

• Chemical Name: 2-Cyclohexen-1-one, 2-(hydroxymethyl)-5-methyl-5-(4-methyl-3-pentenyl)-
• CAS No.: 851074-47-0
• Molecular Formula: C14H22O2
• Molecular Weight: 222.327
• Mol file: 851074-47-0.mol

Synonyms:

Chemical Property of 2-Cyclohexen-1-one, 2-(hydroxymethyl)-5-methyl-5-(4-methyl-3-pentenyl)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Cyclohexen-1-one, 2-(hydroxymethyl)-5-methyl-5-(4-methyl-3-pentenyl)-

There total 4 articles about 2-Cyclohexen-1-one, 2-(hydroxymethyl)-5-methyl-5-(4-methyl-3-pentenyl)- 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:

(+/-)-3-methyl-3-(4-methyl-3-pentenyl)cyclohexanone (49749-51-1) → 2-hydroxymethyl-5-methyl-5-(4-methylpent-3-enyl)-2-cyclohexenone (851074-47-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 64 percent / o-iodoxybenzoic acid; N-methylmorpholine N-oxide / dimethylsulfoxide / 4.5 h / 70 °C

2: 63 percent / 4-(dimethylamino)pyridine; SDS / H₂O / 15 h / 20 °C

With dmap; sodium dodecyl-sulfate; 4-methylmorpholine N-oxide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In water; dimethyl sulfoxide;

DOI:10.1002/ejoc.200600246

Reference yield:

1-bromo-4-methylpent-3-ene (2270-59-9) → 2-hydroxymethyl-5-methyl-5-(4-methylpent-3-enyl)-2-cyclohexenone (851074-47-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: magnesium; iodine / tetrahydrofuran / 1.5 h / Heating

1.2: copper bromide dimethyl sulfide complex / tetrahydrofuran / 0.5 h / -20 °C

1.3: 85 percent / tetrahydrofuran / -20 - 20 °C

2.1: 64 percent / o-iodoxybenzoic acid; N-methyl morpholine N-oxide / dimethylsulfoxide / 4.5 h / 70 °C

3.1: 32 percent / 4-dimethylaminopyridine / tetrahydrofuran / 9 h / 50 °C

With dmap; iodine; magnesium; 4-methylmorpholine N-oxide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; dimethyl sulfoxide;

DOI:10.1021/ol051897d

Reference yield:

4-methyl-3-pentenylmagnesium bromide (37586-57-5) → 2-hydroxymethyl-5-methyl-5-(4-methylpent-3-enyl)-2-cyclohexenone (851074-47-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / CuBr*Me₂S / tetrahydrofuran / 0.5 h / -20 - 20 °C

2: 64 percent / o-iodoxybenzoic acid; N-methylmorpholine N-oxide / dimethylsulfoxide / 4.5 h / 70 °C

3: 63 percent / 4-(dimethylamino)pyridine; SDS / H₂O / 15 h / 20 °C

With dmap; copper(I) bromide dimethylsulfide complex; sodium dodecyl-sulfate; 4-methylmorpholine N-oxide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; water; dimethyl sulfoxide;

DOI:10.1002/ejoc.200600246

upstream raw materials:

3-methylcyclohexen-2-one

(+/-)-3-methyl-3-(4-methyl-3-pentenyl)cyclohexanone

4-methyl-3-pentenylmagnesium bromide

1-bromo-4-methylpent-3-ene

Downstream raw materials:

2-[(tert-butyldimethylsilyloxy)methyl]-5-methyl-5-(4-methylpent-3-enyl)cyclohex-2-enone