Benzyl Bromide → HCID 10419637, compound

To a solution of 3-methyl-1H-pyrazole (5.00 g, 60.9 mmol) in tetrahydrofuran (30 mL) was added sodium hydride (60%) (4.88 g, 203 mmol) in portions at 0° C. and stirred for 30 min under nitrogen. To the above mixture was added benzyl bromide (8.7 mL, 73.1 mmol). The reaction mixture was stirred for 1 h at room temperature, then carefully quenched with 150 mL of water. The aqueous phase was extracted with 3×30 mL of EtOAc. The combined organic layers were dried over anhydrous sodium sulfate and concentrated under reduced pressure to afford 5.66 g (54%) of the title compound as light yellow oil.

1. stirringThe reaction mixture was stirred for 1 h at room temperature
2. customcarefully quenched with 150 mL of water
3. extractionThe aqueous phase was extracted with 3×30 mL of EtOAc
4. dry with materialThe combined organic layers were dried over anhydrous sodium sulfate
5. concentrationconcentrated under reduced pressure

ORD record

ord-bd13967ac9214cd58c2be4d74932a0c2

Source dataset

uspto-grants-2016_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09428502B2