5-(2,6-dimethyl-4-hydroxyphenyl)-3-(hydroxymethyl)-2-methyl-2-pentanol

Base Information

• Chemical Name: 5-(2,6-dimethyl-4-hydroxyphenyl)-3-(hydroxymethyl)-2-methyl-2-pentanol
• CAS No.: 105970-35-2
• Molecular Formula: C₁₅H₂₄O₃
• Molecular Weight: 252.354
• Mol file: 105970-35-2.mol

Synonyms:

Chemical Property of 5-(2,6-dimethyl-4-hydroxyphenyl)-3-(hydroxymethyl)-2-methyl-2-pentanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-(2,6-dimethyl-4-hydroxyphenyl)-3-(hydroxymethyl)-2-methyl-2-pentanol

There total 7 articles about 5-(2,6-dimethyl-4-hydroxyphenyl)-3-(hydroxymethyl)-2-methyl-2-pentanol 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:

2,3-dimethyl-1-buten-3-ol (10473-13-9) → 5-(2,6-dimethyl-4-hydroxyphenyl)-3-(hydroxymethyl)-2-methyl-2-pentanol (105970-35-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 38 percent / t-BuOK, n-butyllithium / hexane / 1.) 0 deg C, 2 h, 2.) 25 deg C, 48 h

2: 1) BH₃*SMe₂, 2.) 30percent H₂O₂, aq. NaOH / 1.) THF, a) 0 deg C, 1 h, b) 25 deg C, 5 h, c) reflux, 2 h, 2.) THF, reflux, 2 h

With sodium hydroxide; n-butyllithium; dimethylsulfide borane complex; potassium tert-butylate; dihydrogen peroxide; In hexane;

DOI:10.1021/jo00379a003

Reference yield:

2,6-dimethyl-4-hydroxybenzaldehyde (70547-87-4) → 5-(2,6-dimethyl-4-hydroxyphenyl)-3-(hydroxymethyl)-2-methyl-2-pentanol (105970-35-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 92 percent / NaBH₄ / aq. ethanol / 1.) 0 deg C, 4 h, 2.) 25 deg C, overnight

2: 23 percent / triethylamine / tetrahydrofuran / 48 h

3: 38 percent / t-BuOK, n-butyllithium / hexane / 1.) 0 deg C, 2 h, 2.) 25 deg C, 48 h

4: 1) BH₃*SMe₂, 2.) 30percent H₂O₂, aq. NaOH / 1.) THF, a) 0 deg C, 1 h, b) 25 deg C, 5 h, c) reflux, 2 h, 2.) THF, reflux, 2 h

With sodium hydroxide; sodium tetrahydroborate; n-butyllithium; dimethylsulfide borane complex; potassium tert-butylate; dihydrogen peroxide; triethylamine; In tetrahydrofuran; ethanol; hexane;

DOI:10.1021/jo00379a003

Reference yield:

2,6-dimethyl-4-hydroxybenzyl alcohol (28636-93-3) → 5-(2,6-dimethyl-4-hydroxyphenyl)-3-(hydroxymethyl)-2-methyl-2-pentanol (105970-35-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 23 percent / triethylamine / tetrahydrofuran / 48 h

2: 38 percent / t-BuOK, n-butyllithium / hexane / 1.) 0 deg C, 2 h, 2.) 25 deg C, 48 h

3: 1) BH₃*SMe₂, 2.) 30percent H₂O₂, aq. NaOH / 1.) THF, a) 0 deg C, 1 h, b) 25 deg C, 5 h, c) reflux, 2 h, 2.) THF, reflux, 2 h

With sodium hydroxide; n-butyllithium; dimethylsulfide borane complex; potassium tert-butylate; dihydrogen peroxide; triethylamine; In tetrahydrofuran; hexane;

DOI:10.1021/jo00379a003

upstream raw materials:

5-(2,6-dimethyl-4-hydroxyphenyl)-3-methylidene-2-methyl-2-pentanol

2,3-dimethyl-1-buten-3-ol

2,6-dimethyl-4-hydroxybenzaldehyde

2,6-dimethyl-4-hydroxybenzyl alcohol