[2-HYDROXY-1-(THIOPHEN-2-YL)ETHYL]AMINE synthesis
- Product Name:[2-HYDROXY-1-(THIOPHEN-2-YL)ETHYL]AMINE
- CAS Number:171661-56-6
- Molecular formula:C6H9NOS
- Molecular Weight:143.21
4052-59-9
5 suppliers
inquiry
171661-56-6
10 suppliers
$39.00/1mg
Yield:171661-56-6 72%
Reaction Conditions:
Stage #1: D,L-(2-thienyl)glycinewith sodium tetrahydroborate;iodine in tetrahydrofuran at 0; for 18 h;Heating / reflux;
Stage #2: with potassium hydroxide;water for 4 h;
Steps:
25.a
To the solution of sodium borohydride (1.16 g, 30.5 mmol) in THF (tetrahydrofuran) (25 mL) was added 1-amino-thiophene-2-acetic acid (2.0 g, 12.7 mmol). After cooling to 0° C., the solution of iodine (3.23 g, 12.7 mmol) in THF (25 mL) was added dropwisely. The mixture was stirred at reflux for 18 h. after cooling to the room temperature, methanol (7 mL) was added to stop the reaction. After removal of solvent, 20% potassium hydroxide (50 mL) was added. The mixture was stirred for 4 h and extracted with methylene chloride (3*50 mL). The combined organic layers were dried over sodium sulfate, filtered, and concentrated in vacuo. Flash chromatography (Merck Silica gel 60, 70-230 mesh, 0%-10% methanol in methylene chloride in 30 min afforded 2-hydroxy-1-thiophen-2-yl-ethylamine (1.3 g, 72%).
References:
US2006/4045,2006,A1 Location in patent:Page/Page column 14
5402-55-1
489 suppliers
$5.00/5g
171661-56-6
10 suppliers
$39.00/1mg