Dimethylamine → (Rac)-2,5-dibromo-n,n-dimethyl-pentanamide

To a solution of dimethylamine (0.91 ml, 7.18 mmol; 40% solution in water) and 2.75 ml (19.76 mmol) of Et3N in 6 ml of CH2Cl2 cooled at 0° C. was added dropwise a solution of 2,5-dibromo-pentanoyl chloride (1.00 g, 3.59 mmol) in 4 ml CH2Cl2. After stirring 1 h at RT, the reaction mixture was partitioned between CH2Cl2 and water. The organic phases were washed with water and brine and the aqueous layers extracted twice with CH2Cl2. The organic phases were dried over MgSO4, evaporated and purified by flash silica gel column (EtOAc/n-heptane 1:1) to afford 0.66 g (64%) of the title product as light yellow oil. MS: 288.1 (2Br, MH+).

1. customthe reaction mixture was partitioned between CH2Cl2 and water
2. washThe organic phases were washed with water and brine
3. extractionthe aqueous layers extracted twice with CH2Cl2
4. dry with materialThe organic phases were dried over MgSO4
5. customevaporated
6. custompurified by flash silica gel column (EtOAc/n-heptane 1:1)

ORD record

ord-a2abdc35666f4c099e4b246f947d317e

Source dataset

uspto-grants-2012_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08138175B2