Trifluoroacetic acid → 1-[3-(2-Furyl)propyl]piperazine

HRID 1709280Notes

Reaction equation

HRID 1709280 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][CH2:16][C:17]2[O:18][CH:19]=[CH:20][CH:21]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.FC(F)(F)C(O)=O>>[O:18]1[CH:19]=[CH:20][CH:21]=[C:17]1[CH2:16][CH2:15][CH2:14][N:11]1[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 147727921-t-Butoxycarbonyl-4-[3-(2-furyl)propyl]-piperazine

Product 1

HCID 147727931-[3-(2-Furyl)propyl]piperazineYield 131.3%

Procedure

To 1.5 g of 1-t-butoxycarbonyl-4-[3-(2-furyl)propyl]-piperazine was added 5 ml of trifluoroacetic acid under ice-cooling, and the resultant mixture was stirred at room temperature for 2 hours. The reaction mixture was concentrated under reduced pressure, and then dissolved in ethyl acetate 10 ml. To the solution was added 4N hydrochloric acid-dioxane solution under ice-cooling to yield 1.3 g of 1-[3-(2-furyl)propyl]piperazine.2 hydrochloride.

Workup

  1. temperaturecooling
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. dissolutiondissolved in ethyl acetate 10 ml
  4. additionTo the solution was added 4N hydrochloric acid-dioxane solution under ice-
  5. temperaturecooling

Sources & evidence

ORD record
ord-0afb1d42680942ecb635dceb6f6f5a78
Source dataset
uspto-grants-1990_08
Patent number
US04948795

Reaction notes

Loading…