Sodium Hydroxide → Benzaldehyde, p-fluoro-, oxime

Temperature

2.5 °C

To a suspension of 4-fluoro-benzaldehyde (30.4 g, 0.24 mol) in water (50 mL) was added at 0-5° C. within 5 minutes a solution of hydroxylamine hydrochloride (17.7 g, 0.25 mol) in water (30 mL) and the resulting mixture stirred for 15 minutes at 0-5° C. The mixture was then treated at 15-25° C. within 15 minutes with 32% NaOH (24.44 mL, 0.26 mol) and the resulting suspension was stirred for one additional hour and then extracted with ethyl acetate (3×100 mL). The combined organic layers were washed with water (2×100 mL) and subsequently concentrated to dryness to afford 31.9 g (95%) of the title oxime as a white solid.

1. stirringthe resulting suspension was stirred for one additional hour
2. extractionextracted with ethyl acetate (3×100 mL)
3. washThe combined organic layers were washed with water (2×100 mL)
4. concentrationsubsequently concentrated to dryness

ORD record

ord-8f99b7acc20a450582d63cd2ee48fafe

Source dataset

uspto-grants-2015_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08975397B2