Acetic Anhydride → Amides, C5-9, N-(3-(dimethylamino)propyl)

温度

5 °C

A 51.1 g (0.50 mol) portion of N,N-dimethyl-1,3-diaminopropane was put into a flask and cooled to 5° C. while stirring in an atmosphere of nitrogen. Under ice-cooling, to this was added dropwise 51.1 g (0.50 mol) of acetic anhydride spending 1 hour. After completion of the dropwise addition, this was further stirred at 25° C. for 3 hours. Thereafter, the reaction mixture was again ice-cooled and 41.6 g (0.5 mol) of 48% sodium hydroxide aqueous solution was added dropwise thereto spending 15 minutes and then, after completion of the dropwise addition, 350 ml of acetone was added to the reaction mixture and allowed to stand at room temperature for 8 hours. Sodium acetate precipitated in the acetone solution was removed by filtration, acetone was evaporated under a reduced pressure and then 71 g of the remaining yellow oil was distilled under a reduced pressure to obtain the title compound as a transparent oil. Yield 62.4 g (0.433 mol; yield 86.8%, boiling point 116-118° C./0.64 kPa).

1. temperatureUnder ice-cooling
2. additionAfter completion of the dropwise addition
3. stirringthis was further stirred at 25° C. for 3 hours
4. temperaturecooled
5. additionwas added to the reaction mixture
6. waitto stand at room temperature for 8 hours
7. customSodium acetate precipitated in the acetone solution
8. customwas removed by filtration, acetone
9. customwas evaporated under a reduced pressure
10. distillation71 g of the remaining yellow oil was distilled under a reduced pressure

ORDレコード

ord-a5bc1d439c6a4ddba438b5838ffd732b

出典データセット

uspto-grants-2003_07

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US06586639B2