Dimethylformamide → p-(Pentyloxy)acetophenone

p-Hydroxyacetophenone (40.0 g), n-pentyl bromide (48.8 g) and dimethylformamide (200 ml) were charged in 1-liter three-necked flask, and disintegrated potassium carbonate (48.7 g) was added thereto with stirring. The mixture was heated, and the reaction was carried out for 3 hours at the inner temperature of 65 to 70° C. After completion of the reaction, the mixture was cooled, water (360 ml) and n-heptane (360 ml) were added thereto and, after the mixture was stirred, it was separated to collect a n-heptane layer. The n-heptane layer was washed with 0.5N aqueous solution (200 ml) of sodium hydroxide twice and, finally, washed with a saturated saline solution (200 ml). The n-heptane solution was concentrated in vacuo to give p-pentyloxyacetophenone (64.0 g).

1. temperatureThe mixture was heated
2. customAfter completion of the reaction
3. temperaturethe mixture was cooled
4. stirringafter the mixture was stirred
5. customit was separated
6. customto collect a n-heptane layer
7. washThe n-heptane layer was washed with 0.5N aqueous solution (200 ml) of sodium hydroxide twice
8. washfinally, washed with a saturated saline solution (200 ml)
9. concentrationThe n-heptane solution was concentrated in vacuo

ORD record

ord-a9f60762f4fd4a9bb20595d7c6239cca

Source dataset

uspto-grants-2002_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06455726B2