(5-Methyl-3-isoxazolyl)methylamine synthesis
- Product Name:(5-Methyl-3-isoxazolyl)methylamine
- CAS Number:154016-48-5
- Molecular formula:C5H8N2O
- Molecular Weight:112.13
109-80-8
322 suppliers
$10.00/1g
154016-53-2
3 suppliers
inquiry
154016-48-5
73 suppliers
$120.00/500mg
Yield:154016-48-5 87%
Reaction Conditions:
with sodium tetrahydroborate;sodium borohydrid;triethylamine in isopropyl alcohol;citric acid
Steps:
37.e e
e (5-Methyl-isoxazol-3-yl)-methylamine To a solution of the 3-azidomethyl-5-methyl-isoxazole (6.2 g, 44.55 mmol) in isopropanol (100 mL) at rt with vigorous stirring was added triethylamine (12.4 mL, 89.0 mmol), 1,3 propanedithiol (0.45 mL, 4.5 mmol)) and sodium borohydride (1.7 g, 44.5 mmol). The mixture was then stirred at rt. After 19 hours 0.5 eq more of NaBH4 (850 mg, 44.5 mmol) was added and stirred at rt for 7 hours more. Then the solvent was evaporated under vacuum and the residue was then dissolved in 10% aqueous citric acid (10 mL) and washed with ether/hexane 1:1 (3*150 mL). The aqueous layer was basified with aqueous NaOH 6 N until pH 12, saturated with NaCl, and extracted with DCM (4*200 mL) The combined DCM extracts were dried and concentrated to leave the title compound as a colorless liquid (4.4 g, 87%). m/z 112.0 (M).
References:
Masciadri, Raffaello;Thomas, Andrew William;Wichmann, Juergen US2003/55042, 2003, A1
154016-53-2
3 suppliers
inquiry
154016-48-5
73 suppliers
$120.00/500mg
35166-33-7
157 suppliers
$20.00/100mg
154016-48-5
73 suppliers
$120.00/500mg
3209-72-1
180 suppliers
$11.00/250mg
154016-48-5
73 suppliers
$120.00/500mg
130628-75-0
87 suppliers
$40.00/250 mg
154016-48-5
73 suppliers
$120.00/500mg