HCID 9948149, compound → HCID 19917465, compound

Temperature

0 °C

A solution of 1-amino-4-[4-(3-trifiuoromethylphenyl)-1-piperazinyl]-2-butyne (25.8 g) and tetrahydrofuran (40 ml) was added dropwise over 45 mins to a suspension of lithium aluminum hydride (6.05 g) and tetrahydrofuran (500 ml), while the reaction temperature was maintained below 5° C. After the addition was complete, the reaction mixture was stiffed at room temperature for 14.5 hrs and at 45° C. for 3.5 hrs. The reaction mixture was cooled to 0° C. and quenched by sequential addition of water (6 ml) 15% aqueous sodium hydroxide solution (6 ml), and water (18 ml). The mixture was filtered through a bed of celite, washed with dichloromethane (200 ml), and the filtrate was concentrated. Purification of the residue by distillation gave 25.0 g (96%) of product, bp 135° C., (0.03 mm).

1. temperaturewas maintained below 5° C
2. additionAfter the addition
3. customquenched by sequential addition of water (6 ml) 15% aqueous sodium hydroxide solution (6 ml), and water (18 ml)
4. filtrationThe mixture was filtered through a bed of celite
5. washwashed with dichloromethane (200 ml)
6. concentrationthe filtrate was concentrated
7. customPurification of the residue
8. distillationby distillation

ORD record

ord-8be9a4faec2a448385cbaf881b11384e

Source dataset

uspto-grants-1995_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05440048