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

HRID 23917

反応式

HRID 23917 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-789b1999ccb742508406e6b1f8486403
出典データセット
uspto-grants-2005_02
特許番号
US06855720B2

関連ノート

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