N,N-Dimethylaniline → HCID 85798673, compound

To a solution of 3-methyl-3-pentanol (10.6 g, 103 mmol) in dichloromethane (49 ml), N,N-dimethylaniline (15.0 g, 124 mmol) and bromoacetyl bromide (25.0 g, 124 mmol) were added and stirred at room temperature for 2 hours under a nitrogen stream. The reaction mixture was poured into water, extracted with tert-butyl methyl ether, washed sequentially with saturated aqueous potassium bisulfate and saturated aqueous sodium bicarbonate, and then dried over sodium sulfate. After evaporation under reduced pressure to remove the solvent, the resulting residue was purified by vacuum distillation (5 mmHg, 71° C. to 72° C.) to give the titled compound (20.4 g, 89%) as a colorless oil.

1. extractionextracted with tert-butyl methyl ether
2. washwashed sequentially with saturated aqueous potassium bisulfate and saturated aqueous sodium bicarbonate
3. dry with materialdried over sodium sulfate
4. customAfter evaporation under reduced pressure
5. customto remove the solvent
6. distillationthe resulting residue was purified by vacuum distillation (5 mmHg, 71° C. to 72° C.)

ORD record

ord-bbe529ec76214baaa04eb1ec1cdcf488

Source dataset

uspto-grants-2011_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07985744B2