1-(3-(Trifluoromethyl)phenyl)piperazine → HCID 70436506, compound

HRID 986208Notes

Reaction equation

HRID 986208 reaction equation
Br[CH2:2]/[CH:3]=[CH:4]/[C:5]([O:7][CH2:8][CH3:9])=[O:6].[F:10][C:11]([F:25])([F:24])[C:12]1[CH:13]=[C:14]([N:18]2[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]2)[CH:15]=[CH:16][CH:17]=1>C1(C)C=CC=CC=1>[CH2:8]([O:7][C:5](=[O:6])[C:4]([N:21]1[CH2:20][CH2:19][N:18]([C:14]2[CH:15]=[CH:16][CH:17]=[C:12]([C:11]([F:24])([F:25])[F:10])[CH:13]=2)[CH2:23][CH2:22]1)=[CH:3][CH3:2])[CH3:9]

Participants

4

Reactant 2

HCID 42961-(3-(Trifluoromethyl)phenyl)piperazineHCID 5373944Ethyl (E)-4-bromobut-2-enoate

Product 1

HCID 70436506HCID 70436506, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Over a period of 20 minutes 29 g of ethyl 4-bromocrotonate are added to 69 g of 1-(3-trifluoromethylphenyl)-piperazine dissolved in 300 ml of anhydrous toluene. The mixture is then heated at reflux for 1 hour. After cooling, the hydrobromide is filtered with suction and the filtrate is concentrate to dryness in vacuo. In this manner crude 4-(3-trifluoromethylphenyl)piperazin-1-ylbut-2-enoic acid ethyl ester is obtained in theoretical yield.

Workup

  1. temperatureThe mixture is then heated
  2. temperatureat reflux for 1 hour
  3. temperatureAfter cooling
  4. filtrationthe hydrobromide is filtered with suction
  5. concentrationthe filtrate is concentrate to dryness in vacuo

Sources & evidence

ORD record
ord-75e9ea30f7374623a472490b3fcb6696
Source dataset
uspto-grants-1987_12
Patent number
US04711885

Reaction notes

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