Methyl iodide → HCID 67099818, compound

Temperature

0 °C

A mixture of 2-(4-chlorophenyl)butanenitrile (6.2 g, 35 mmol) in 50 mL DMF stirred at 0° C., was treated with NaH (0.99 g, 41 mmol). The mixture was stirred at 0° C. for 30 minutes, and was treated with MeI (7.3 g, 52 mmol). The mixture was stirred at 0° C. to room temperature for 2 hours, and was carefully quenched with H2O, and neutralized with 10% HCl to pH=5. The mixture was extracted with ether (3×50 mL). The combined organic layers were washed with brine (30 mL), dried over anhydrous Na2SO4, concentrated in vacuo, and purified by column chromatography eluting with 10% EtOAc/hexane to give 6.5 g of the product as a pale yellow oil.

1. stirringThe mixture was stirred at 0° C. for 30 minutes
2. stirringThe mixture was stirred at 0° C. to room temperature for 2 hours
3. customwas carefully quenched with H2O
4. extractionThe mixture was extracted with ether (3×50 mL)
5. washThe combined organic layers were washed with brine (30 mL)
6. dry with materialdried over anhydrous Na2SO4
7. concentrationconcentrated in vacuo
8. custompurified by column chromatography
9. washeluting with 10% EtOAc/hexane

ORD record

ord-9e8a2230064d48ffb2edb3102a1818c7

Source dataset

uspto-grants-2009_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07635715B2