Acetyl chloride → HCID 22752167, compound

A solution of 1 mmole of N-(4-fluoromethyl-4-aminobutyl)phthalimide in 10 ml of chloroform is treated with 1 ml of triethylamine followed by 78 mg (1 mM) of acetyl chloride in 5 ml of chloroform. After 1 hour at 25° C the solution is washed with water, dried and concentrated. The resulting residue is dissolved in 10 ml of ethanol and treated with 60 mg (1.1 mM) of hydrazine hydrate at reflux for 2 hours after which the solvent is evaporated. The residue is treated with 1 N sodium hydroxide solution until the solid dissolves then is extracted with dichloromethane. The organic phase is dried and concentrated to give N-(1-fluoromethyl-4-aminobutyl)-acetamide.

1. washAfter 1 hour at 25° C the solution is washed with water
2. customdried
3. concentrationconcentrated
4. dissolutionThe resulting residue is dissolved in 10 ml of ethanol
5. additiontreated with 60 mg (1.1 mM) of hydrazine hydrate
6. temperatureat reflux for 2 hours after which the solvent
7. customis evaporated
8. additionThe residue is treated with 1 N sodium hydroxide solution until the solid
9. dissolutiondissolves
10. extractionthen is extracted with dichloromethane
11. customThe organic phase is dried
12. concentrationconcentrated

ORD record

ord-c93c0d2621544db19f3b3725ad6bc07f

Source dataset

uspto-grants-1979_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04134918