4-HydroxyMethyl-4-Methyltetrahydro-2H-pyran

Base Information

• Chemical Name: 4-HydroxyMethyl-4-Methyltetrahydro-2H-pyran
• CAS No.: 502609-47-4
• Molecular Formula: C7H14O2
• Molecular Weight: 130.187
• Mol file: 502609-47-4.mol

Synonyms:2H-PYRAN-4-METHANOL,TETRAHYDRO-4-METHYL;TETRAHYDRO-4-METHYL-2H-PYRAN-4-METHANOL;

Chemical Property of 4-HydroxyMethyl-4-Methyltetrahydro-2H-pyran

Chemical Property:

• Boiling Point: 211.7±8.0 °C(Predicted)
• PKA: 14.85±0.10(Predicted)
• PSA: 29.46000
• Density: 0.967±0.06 g/cm3(Predicted)
• LogP: 0.79540

Purity/Quality:

97% ^*data from raw suppliers

4-(Hydroxymethyl)-4-methyltetrahydropyran ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-HydroxyMethyl-4-Methyltetrahydro-2H-pyran

There total 5 articles about 4-HydroxyMethyl-4-Methyltetrahydro-2H-pyran 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: 100.0%

methyl 4-methyltetrahydro-2H-pyran-4-carboxylate (443912-70-7) → (4-methyltetrahydro-2H-pyran-4-yl)methanol (502609-47-4)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 0 - 20 ℃; for 4h;

Reference yield:

ethyl 4-methyltetrahydro-2H-pyran-4-carboxylate (861161-92-4) → (4-methyltetrahydro-2H-pyran-4-yl)methanol (502609-47-4)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃;

DOI:10.1016/j.bmcl.2012.01.060

Reference yield:

tetrahydropyran-4-carboxylic acid methyl ester (110238-91-0) → (4-methyltetrahydro-2H-pyran-4-yl)methanol (502609-47-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: diisopropylamine; n-butyllithium / tetrahydrofuran / 0.75 h / -78 - 0 °C / Inert atmosphere

1.2: 22 h / -78 - 25 °C

2.1: diisobutylaluminium hydride / toluene / 19.5 h / -78 °C / Inert atmosphere

With n-butyllithium; diisobutylaluminium hydride; diisopropylamine; In tetrahydrofuran; toluene;

upstream raw materials:

methyl 4-methyltetrahydro-2H-pyran-4-carboxylate

tetrahydropyran-4-carboxylic acid methyl ester

ethyl tetrahydro-2H-pyran-4-carboxylate

ethyl 4-methyltetrahydro-2H-pyran-4-carboxylate

Downstream raw materials:

4-methyltetrahydro-2H-pyran-4-carbaldehyde

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