Benzyl Bromide → HCID 50987581, compound

Temperature

12.5 °C

To a stirred solution of 3,3-dimethylpiperazin-2-one (prepared according to procedure reported in WO200516900 A1, 6.0 g, 46.8 mmol) in N,N-dimethylformamide (10 ml) was added benzyl bromide (6.68 ml, 56.2 mmol) at 0° C., followed by addition of triethylamine (19.57 ml, 140 mmol). Reaction was stirred for 3 h at 0-25° C. The progress of reaction was monitored by TLC. After completion of reaction, the reaction mixture was diluted with ethyl acetate (100 ml) and water (100 ml). Aqueous layer was extracted with ethyl acetate (50 ml×6). The combined organic phase was washed with brine (50 mL) and dried over sodium sulphate and concentrated under reduced pressure till dryness. Crude compound was adsorbed on 100-200 mesh silica gel and purified by using flash column chromatography method using 5% methanol in dichloromethane as eluent. Title compound was eluted at 5% methanol in dichloromethane (6.2 g, 60.7%).

1. customReaction
2. customThe progress of reaction
3. customAfter completion of reaction
4. extractionAqueous layer was extracted with ethyl acetate (50 ml×6)
5. washThe combined organic phase was washed with brine (50 mL)
6. dry with materialdried over sodium sulphate
7. concentrationconcentrated under reduced pressure till dryness
8. custompurified
9. washTitle compound was eluted at 5% methanol in dichloromethane (6.2 g, 60.7%)

ORD record

ord-b963fcf425244c538d6ef54831f45ce3

Source dataset

uspto-grants-2016_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09359367B2