Methylamine → N-methyl-3-phenylprop-2-en-1-amine

Triethylamine (0.66 g; 6.55 mmol) was added to 40% solution of methylamine in methanol (20 ml). While the mixture was stirred at room temperature, cinnamyl chloride (1.00 g; 6.55 mmol) was added dropwise. After completion of the addition, the mixture was stirred for 20 hours at room temperature, and excess methylamine and methanol were removed under reduced pressure. The residue was taken up in a mixture of diethyl ether and 2N hydrochloric acid (100 ml-100 ml), and the aqueous layer was neutralized with aqueous sodium hydroxide solution, followed by extraction with chloroform (100 ml). The organic layer was washed with saturated aqueous sodium bicarbonate solution and then with saturated brine, and dried over sodium sulfate. The solvent was evaporated under reduced pressure, to thereby yield 0.80 g of the target compound as yellow oily matter (yield: 83.0%).

1. additionAfter completion of the addition
2. stirringthe mixture was stirred for 20 hours at room temperature
3. customexcess methylamine and methanol were removed under reduced pressure
4. additionThe residue was taken up in a mixture of diethyl ether and 2N hydrochloric acid (100 ml-100 ml)
5. extractionfollowed by extraction with chloroform (100 ml)
6. washThe organic layer was washed with saturated aqueous sodium bicarbonate solution
7. dry with materialwith saturated brine, and dried over sodium sulfate
8. customThe solvent was evaporated under reduced pressure

ORDレコード

ord-6ccf9d5ec7cd452e89cc8c4b5df5ac97

出典データセット

uspto-grants-2003_07

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US06586633B1