Nitrogen → (2-(Methoxymethyl)oxazol-4-yl)methanol

Temperature

0 °C

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a solution of methyl 2-(methoxymethyl)oxazole-4-carboxylate (192 mg, 1.12 mmol) in THF (11 mL) was treated dropwise at 0° C. with LiAlH4 (1.35 mL of a 1.0 M solution in THF, 1.35 mmol) and the resulting solution was stirred for 20 min at 0° C. The reaction mixture was carefully treated with water (1.0 mL) 1N NaOH (1.0 mL) followed by water (1.0 mL) and the mixture was stirred for 1 h at rt. The resulting suspension was filtered, extracted with EA and the combined org. layers were dried over MgSO4, filtered and the solvent was removed under reduced pressure to give the title compound as a brown oil. LC-MS-conditions 07: tR=0.33 min; [M+H]+=144.08.

1. stirringthe mixture was stirred for 1 h at rt
2. filtrationThe resulting suspension was filtered
3. extractionextracted with EA
4. dry with materiallayers were dried over MgSO4
5. filtrationfiltered
6. customthe solvent was removed under reduced pressure

ORD record

ord-d8bd6106f0cd494e8e10357b93122bd2

Source dataset

uspto-grants-2014_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08846733B2