Water → 2,4-Dibromo-N-methylbutanamide

Temperature

30 °C

A solution mixture consisting of 40% aqueous methylamine solution (7.9 g, 0.10 mol, manufactured by JUNSEI CHEMICAL CO., LTD.) and water (3.3 g) was cooled to not more than 10° C. To the solution mixture, 2,4-dibromobutyric acid bromide (38 g, 0.12 mol) was added dropwise over a period of 15 minutes while keeping the temperature at not more than 10° C. After the completion of the dropwise addition, the mixture was heated to 30° C. and stirred for 30 minutes. The reaction liquid was combined with 50 g of chloroform, and the organic phase was extracted. The organic phase was separated and dried over magnesium sulfate, and the magnesium sulfate was filtered out. The organic phase obtained was concentrated to afford a crude crystal, which was then washed with a 1:1 solution of diethyl ether and hexane to give N-methyl-2,4-dibromobutyric acid amide (21.4 g, 0.083 mol, mp: 54° C., yield: 69%).

1. temperaturewas cooled to not more than 10° C
2. customat not more than 10° C
3. additionAfter the completion of the dropwise addition
4. customThe reaction liquid
5. extractionthe organic phase was extracted
6. customThe organic phase was separated
7. dry with materialdried over magnesium sulfate
8. filtrationthe magnesium sulfate was filtered out
9. customThe organic phase obtained
10. concentrationwas concentrated
11. customto afford a crude crystal, which
12. washwas then washed with a 1:1 solution of diethyl ether and hexane

ORD record

ord-87ce2faf1ab441e3ad6bfceb814edd72

Source dataset

uspto-grants-2015_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08961946B2