TETRAHYDRO-THIOPHEN-3-OL synthesis
- Product Name:TETRAHYDRO-THIOPHEN-3-OL
- CAS Number:3334-05-2
- Molecular formula:C4H8OS
- Molecular Weight:104.17
1003-04-9
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$5.00/5g
3334-05-2
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$121.00/250mg
Yield:3334-05-2 97%
Reaction Conditions:
with borane-THF in tetrahydrofuran at 5 - 20;
Steps:
Racemic 1 as an initial starting material for HPLC analysis was prepared as follows. Tetrahydrothiophene-3-one 2 (5.1g, 50mmol) was dissolved in THF (50mL) and cooled to 5°C. To this solution was added dropwise 1M BH3-THF (50mL, 50mmol) at 5°C, and the mixture was stirred overnight at room temperature. After monitoring that the reaction was complete by TLC (hexane/EtOAc 1:1), the reaction mixture was cooled again to 5°C, and MeOH (5mL) was slowly added at 5°C. Then, EtOAc (50mL) and 25% Rochelle salt solution (50mL) were added, and reaction mixture was vigorously stirred for 30min. The two layers were separated, and the aqueous layer was extracted with EtOAc (2×50mL). All organic layers were dried (Na2SO4), and evaporated in vacuum to yield racemic 1 (5.04g, 97%) as a colorless oil: 1H NMR (CDCl3, 500MHz) δ 4.63 (br s, 1H), 3.03-2.82 (m, 4H), 2.22-2.14 (m, 1H), 2.09 (d, J=6.0, 1H), 1.91-1.84 (m, 1H).
References:
Konuki, Kaname;Nagai, Hazuki [Tetrahedron Asymmetry,2014,vol. 25,# 24,p. 1581 - 1589]
19398-47-1
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$33.00/5g
3334-05-2
64 suppliers
$121.00/250mg
1120-59-8
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3334-05-2
64 suppliers
$121.00/250mg