Sodium hydride → HCID 66783731, compound

Participants

Reaction Conditions

Reaction Steps

NaH (55% dispersion in oil, 1.4 g) was added to a stirred sol. of thiazol-2-ylmethanol (3.55 g, 30.8 mmol) in THF (155 mL). The suspension was then heated to 45° C. for 1 h, and methylbromoacetate (3.40 mL, 37.0 mmol) was added. Stirring was continued at 45° C. for 4 h. The reaction mixture was partitioned between EtOAc and H2O, the phases separated, and the aq. layer extracted with EtOAc (2×). The combined org. layers were dried over MgSO4, filtered, and the solvents were removed in vacuo. Purification of the crude by FC (MeOH/CH2Cl2 1:9) yielded the title compound (5.50 g, 95%) as an orange oil. LC-MS: tR=0.62 min, ES+: 188.14.

Provenance & Evidence