Hydrochloric Acid → HCID 66840740, compound

Temperature

65 °C

To 4-chlorobenzaldehyde 46a (99.6 mmol, 14 g) in water (44 mL) was added KOH (44.6 mmol, 2.5 g). The mixture was heated at 65° C. and 3-pentanone (99.6 mmol, 8.58 g) was added dropwise over 10 min. After refluxing for 8 h, the reaction mixture was cooled to room temperature and stirred overnight. Following addition of 260 mL 1N aqueous HCl, the mixture was extracted with EtOAc. The organic layer was dried over Na2SO4 and concentrated. The crude product was purified by flash column chromatography (silica gel, 5% EtOAc/heptane) to give 8.59 g of 46b.

1. temperatureAfter refluxing for 8 h
2. temperaturethe reaction mixture was cooled to room temperature
3. extractionthe mixture was extracted with EtOAc
4. dry with materialThe organic layer was dried over Na2SO4
5. concentrationconcentrated
6. customThe crude product was purified by flash column chromatography (silica gel, 5% EtOAc/heptane)

ORD record

ord-f1073f31c3cd485b88dd8617a77ea284

Source dataset

uspto-grants-2014_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08623858B2