反应详情

温度

-78 °C

A mixture of 3-(cylcopentyloxy)-4-methoxybenzeneacetonitrile (20 g) in THF (200 ml) was stirred at -78° C. under a N2 flow. N-(1-methylethyl)-2-propanamine lithium salt (45 ml) was added dropwise and the resulting mixture was stirred for 30 minutes at -78° C. Iodomethane (13.5 g) was added dropwise and the resulting reaction mixture was allowed to warm to RT. The reaction mixture was stirred for 2 hours. The mixture was quenched with a saturated aqueous NH4Cl solution (200 ml) and was extracted with CH2Cl2 (3×φml). The separated organic layer was dried (MgSO4), filtered and the solvent was evaporated, yielding 17.7 g (100%) of (±)-3-(cyclopentyloxy)-4-methoxy-α-methylbenzeneacetonitrile (interm. 8).

1. stirringthe resulting mixture was stirred for 30 minutes at -78° C
2. customthe resulting reaction mixture
3. temperatureto warm to RT
4. stirringThe reaction mixture was stirred for 2 hours
5. customThe mixture was quenched with a saturated aqueous NH4Cl solution (200 ml)
6. extractionwas extracted with CH2Cl2 (3×φml)
7. dry with materialThe separated organic layer was dried (MgSO4)
8. filtrationfiltered
9. customthe solvent was evaporated