Hydrochloric Acid → Benzenemethanamine, 4-bromo-N-methyl-

4-Bromobenzyl bromide (200 mg, 0.800 mmol) was added slowly to a 2 M solution (4 ml) of methanamine in tetrahydrofuran, and the solution was stirred at room temperature for 24 hr. The reaction solution was adjusted to pH 3 by the addition of 1 N hydrochloric acid and was then washed twice with diethyl ether. A saturated aqueous sodium hydrogencarbonate solution was added to the aqueous layer, and the mixture was extracted with ethyl acetate. The extract was dried over anhydrous sodium sulfate and was then filtered. The filtrate was concentrated under the reduced pressure to give 136.1 mg (yield 85%) of the title compound.

1. washwas then washed twice with diethyl ether
2. additionA saturated aqueous sodium hydrogencarbonate solution was added to the aqueous layer
3. extractionthe mixture was extracted with ethyl acetate
4. dry with materialThe extract was dried over anhydrous sodium sulfate
5. filtrationwas then filtered
6. concentrationThe filtrate was concentrated under the reduced pressure

ORD record

ord-1d247d59b4d34557b428d70b88ea676b

Source dataset

uspto-grants-2011_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07879808B2