2-Ethylbutyraldehyde → HCID 72760486, compound

Temperature

8 °C

1150 g of hydroxylamine hydrochloride, 1000 g of water and 3500 g of toluene were mixed, to which 1580 g of 2-ethyl-butyraldehyde was added with stirring. At 8-12° C., a solution of sodium hydroxide (ca. 30%, 4630 g) was added within 1 hour. After completion of the addition, the reaction mixture was further stirred for 60 minutes. Then, the reaction mixture was stratified by standing, and the upper toluene layer containing compound 14 was taken out and directly used in the following step. 4212 g of N-Chlorosuccinimide (NCS) was suspended in 5000 ml of dimethylformamide, and cooled down to 8° C. The suspension of NCS in dimethylformamide was added dropwise to the above toluene solution containing compound 14 within 2.5 hours, whilst keeping the reaction temperature not exceeding 23° C. After completion of the addition, the reaction mixture was further stirred for 1 hour. Then, 10000 ml of water was added, followed by stirring for 30 minutes. The aqueous layer was discarded, and the organic layer was washed with 10000 ml×3 of water. The toluene layer containing compound 15 (chloro-oxime) was separated, and directly used in the following step.

1. additionwas added
2. additionAfter completion of the addition
3. stirringthe reaction mixture was further stirred for 60 minutes
4. customexceeding 23° C
5. additionAfter completion of the addition
6. stirringthe reaction mixture was further stirred for 1 hour
7. stirringby stirring for 30 minutes
8. washthe organic layer was washed with 10000 ml×3 of water
9. additionThe toluene layer containing compound 15 (chloro-oxime)
10. customwas separated

ORD record

ord-4386519ad7dd49d681ccd6e439109756

Source dataset

uspto-grants-2016_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09272992B2