1211507-79-7 → Cyclopropyl(thiazol-2-yl)methanone
Reaction equation
[CH:1]1([CH:4]([C:6]2[S:7][CH:8]=[CH:9][N:10]=2)[OH:5])[CH2:3][CH2:2]1>C(Cl)Cl.O=[Mn]=O>[CH:1]1([C:4]([C:6]2[S:7][CH:8]=[CH:9][N:10]=2)=[O:5])[CH2:3][CH2:2]1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
A mixture of cyclopropyl(thiazol-2-yl)methanol (327 mg, 2.1 mmol) and MnO2 (1.0 g, 11 mmol) in DCM (10 mL) was stirred at rt for 2 days. The mixture was diluted with DCM, filtered through a cake of Celite and the filtrate was concentrated to give the title compound as a colourless oil (278 mg, 86%). The product used without further purification. 1H NMR (400 MHz, CDCl3) δ ppm 7.93 (d, J=3.0 Hz, 1H), 7.61 (d, J=3.0 Hz, 1H), 3.05-3.22 (m, 1H), 1.16-1.30 (m, 2H), 0.98-1.11 (m, 2H); MS ESI 154.0 [M+M]+, calcd for [C7H7NOS+H]+ 154.0.
Workup
- filtrationfiltered through a cake of Celite
- concentrationthe filtrate was concentrated
Sources & evidence
- ORD record
- ord-899a9197eb9946968ff3e8d9260cc899
- Source dataset
- uspto-grants-2015_03
- Patent number
- US08980934B2
Reaction notes
Loading…