ChemicalBook CAS DataBase List TETRAHYDRO-2H-PYRAN-2-ETHANOL

TETRAHYDRO-2H-PYRAN-2-ETHANOL synthesis

5synthesis methods

Product Name:TETRAHYDRO-2H-PYRAN-2-ETHANOL
CAS Number:38786-79-7
Molecular formula:C7H14O2
Molecular Weight:130.18

Tetrahydro-2H-pyran-2-acetic acid ethyl ester

38786-78-6
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38786-79-7
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Yield:38786-79-7 92%

Reaction Conditions:

Stage #1: (+/-)-ethyl tetrahydro-2H-pyran-2-acetatewith lithium aluminium hydride in tetrahydrofuran at 0; for 2 h;
Stage #2: with sodium hydroxide in tetrahydrofuran;

Steps:

60

To a solution of (tetrahydro-pyran-2-yl)-acetic acid ethyl ester (77.1 g, 0.45 mol) in tetrahydrofuran (1.5 L) at 0° C. was added lithium aluminium hydride (22.1 g, 0.58 mol) in several portions. The mixture was stirred at 0° C. for 2 h and quenched with 1 N sodium hydroxide solution. The mixture was filtered and the filter cake was washed with dichloromethane (4×300 mL). The combined organic layers were concentrated in vacuo. The crude product was purified by distillation under reduced pressure to afford 2-(tetrahydro-pyran-2-yl)-ethanol (53.5 g, 92% yield) as a colorless oil.

References:

US2011/144105,2011,A1 Location in patent:Page/Page column 49