2-(α-hydroxybenzyl)tetrahydropyran

Base Information

• Chemical Name: 2-(α-hydroxybenzyl)tetrahydropyran
• CAS No.: 22976-09-6
• Molecular Formula: C₁₂H₁₆O₂
• Molecular Weight: 192.258
• Mol file: 22976-09-6.mol

Synonyms:2-(α-hydroxybenzyl)tetrahydropyran

Chemical Property of 2-(α-hydroxybenzyl)tetrahydropyran

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(α-hydroxybenzyl)tetrahydropyran

There total 7 articles about 2-(α-hydroxybenzyl)tetrahydropyran 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: 76.0%

benzaldehyde (100-52-7) + (tetrahydro-2H-pyran-2-yl)tri-n-butylstannane (110615-37-7) → 2-(α-hydroxybenzyl)tetrahydropyran (22976-09-6)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h;

DOI:10.1021/ja00211a024

Reference yield: 76.0%

n-butyllithium (109-72-8,29786-93-4) + benzaldehyde (100-52-7) + (tetrahydro-2H-pyran-2-yl)tri-n-butylstannane (110615-37-7) → 2-(α-hydroxybenzyl)tetrahydropyran (22976-09-6)

Guidance literature:

In tetrahydrofuran; under argon; tin-compound in THF cooled to -78 °C; LiBu was added; stirring 15 min; quenched with benzaldehyde; stirring 30 min at -78 °C; addn. of NH4Cl-soln.; warming to room temp.; extn. (ether); organic layer dried (Na2SO4), filtered, concd. (vacuo); chromd. (silica gel; ethyl acetate/petroleum ether 15:85);;

DOI:10.1021/ja00211a024

Reference yield: 32.0%

benzaldehyde (100-52-7) + (2-tetrahydropyranyl)trimethylstannane (110615-36-6) → 2-(α-hydroxybenzyl)tetrahydropyran (22976-09-6) + 1-Phenylethanol (98-85-1,13323-81-4)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.5h;

DOI:10.1021/ja00211a024

upstream raw materials:

benzaldehyde

(2-tetrahydropyranyl)trimethylstannane

(tetrahydro-2H-pyran-2-yl)tri-n-butylstannane

phenyl(tetrahydro-2H-pyran-2-yl)methanone

Downstream raw materials:

phenyl(tetrahydro-2H-pyran-2-yl)methanone