1-(3-(Trifluoromethyl)phenyl)piperazine → 3-[4-(3-Trifluoromethylphenyl)-1-piperazinyl]propionic acid

HRID 23917

반응식

HRID 23917 반응식
[F:1][C:2]([F:16])([F:15])[C:3]1[CH:4]=[C:5]([N:9]2[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)[CH:6]=[CH:7][CH:8]=1.Br[CH2:18][CH2:19][C:20]([O:22]CC)=[O:21].C(=O)(O)[O-].[Na+]>C(O)C>[F:16][C:2]([F:1])([F:15])[C:3]1[CH:4]=[C:5]([N:9]2[CH2:14][CH2:13][N:12]([CH2:18][CH2:19][C:20]([OH:22])=[O:21])[CH2:11][CH2:10]2)[CH:6]=[CH:7][CH:8]=1

참가 물질

5

반응물 3

HCID 42961-(3-(Trifluoromethyl)phenyl)piperazineHCID 68320Ethyl 3-bromopropionateHCID 516892Sodium Bicarbonate

생성물 1

HCID 114266053-[4-(3-Trifluoromethylphenyl)-1-piperazinyl]propionic acid수율 75.2%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

The reaction mixture of 1-(3-trifluoromethylphenyl)piperazine (510 mg, 2.2 mmol), ethyl 3-bromopropionate (500 mg, 2.7 mmol), sodium bicarbonate (300 mg, 3.5 mmol) and ethanol (15 ml) was refluxed for 3 h till the amine disappeared completely. After the mixture was filtered, the resulting solid was dissolved in 5 ml dioxane and 14 ml 5% sodium hydroxide solution. The mixture was stirred at room temperature overnight, then it was acidified with concentrated hydrogen chloride. Solid was filtered and washed with water, and then dried to give 500 mg 3-[4-(3-trifluoromethylphenyl)-1-piperazinyl]propionic acid as a white solid, mp 228-230° C.

후처리

  1. filtrationAfter the mixture was filtered
  2. dissolutionthe resulting solid was dissolved in 5 ml dioxane
  3. filtrationSolid was filtered
  4. washwashed with water
  5. customdried

출처 및 근거

ORD 기록
ord-789b1999ccb742508406e6b1f8486403
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06855720B2

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