threo-1-(2,4,6-trimethylphenyl)-2-methylbut-3-en-1-ol

Base Information

• Chemical Name: threo-1-(2,4,6-trimethylphenyl)-2-methylbut-3-en-1-ol
• CAS No.: 116129-25-0
• Molecular Formula: C₁₄H₂₀O
• Molecular Weight: 204.312
• Mol file: 116129-25-0.mol

Synonyms:

Chemical Property of threo-1-(2,4,6-trimethylphenyl)-2-methylbut-3-en-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of threo-1-(2,4,6-trimethylphenyl)-2-methylbut-3-en-1-ol

There total 5 articles about threo-1-(2,4,6-trimethylphenyl)-2-methylbut-3-en-1-ol 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: 86.0%

mesytaldehyde (487-68-3) + (η3-crotyl)bis(isopropylcyclopentadienyl)titanium (116148-78-8) → threo-1-(2,4,6-trimethylphenyl)-2-methylbut-3-en-1-ol (116129-25-0,116129-26-1,144486-13-5,144486-14-6)

Guidance literature:

With hydrogenchloride; magnesium sulfate; In tetrahydrofuran; By dropwise addn. of neat aldehyde to Ti-compd. soln. turns green-brown. After stirring (room temp., 1 h) and dropwise treating with THF soln. of concd. HCl, soln. turns deep red and ppt. sep. Washing (Et2O), addn. of anhyd. MgSO4 and swirling of mixt.; Filtn. of mixt., washing (Et2O) and concg. of filtrate in vac. provides 2 diastereomeric homoallylic alc. in ratio (anti-:syn-=12:1) detd. by flash chromy. on silica gel column eluting with hexane/ethyl acetate. Elem. anal.;

DOI:10.1021/om00101a007

Reference yield: 85.0%

mesytaldehyde (487-68-3) + (η3-crotyl)bis(cyclopentadienyl)titanium (12087-70-6) → threo-1-(2,4,6-trimethylphenyl)-2-methylbut-3-en-1-ol (116129-25-0,116129-26-1,144486-13-5,144486-14-6)

Guidance literature:

With hydrogenchloride; magnesium sulfate; In tetrahydrofuran; By dropwise addn. of neat aldehyde to Ti-compd. soln. turns green-brown. After stirring (room temp., 1 h) and dropwise treating with THF soln. of concd. HCl, soln. turns deep red and ppt. sep. Washing (Et2O), addn. of anhyd. MgSO4 and swirling of mixt.; Filtn. of mixt., washing (Et2O) and concg. of filtrate in vac. provides 2 diastereomeric homoallylic alc. in ratio (anti-:syn-=6:1) detd. by NMR integration of mixt. after flash chromy. on silica gel column eluting with hexane/ethyl acetate. Elem. anal.;

DOI:10.1021/om00101a007

Reference yield: 83.0%

mesytaldehyde (487-68-3) + (η5-C5H4Me)2Ti(1-methyl-η3-allyl) → threo-1-(2,4,6-trimethylphenyl)-2-methylbut-3-en-1-ol (116129-25-0,116129-26-1,144486-13-5,144486-14-6)

Guidance literature:

With hydrogenchloride; magnesium sulfate; In tetrahydrofuran; By dropwise addn. of neat aldehyde to Ti-compd. soln. turns green-brown. After stirring (room temp., 1 h) and dropwise treating with THF soln. of concd. HCl, soln. turns deep red and ppt. sep. Washing (Et2O), addn. of anhyd. MgSO4 and swirling of mixt.; Filtn. of mixt., washing (Et2O) and concg. of filtrate in vac. provides 2 diastereomeric homoallylic alc. in ratio (anti-:syn-=10:1) detd. by flash chromy. on silica gel column eluting with hexane/ethyl acetate. Elem. anal.;

DOI:10.1021/om00101a007

upstream raw materials:

mesytaldehyde

buta-1,3-diene

(η3-crotyl)bis(cyclopentadienyl)titanium

(η3-crotyl)bis(isopropylcyclopentadienyl)titanium