Potassium Iodide → 1-[3,3-Bis(4-fluorophenyl)propyl]piperazine

HRID 2073482ノート

反応式

HRID 2073482 の反応式
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:12]2[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=2)[CH2:9][CH2:10]Br)=[CH:4][CH:3]=1.[N:19]1(C(OCC)=O)[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1.C(=O)([O-])[O-].[K+].[K+].[I-].[K+].[OH-].[K+]>C1(C)C=CC=CC=1.C(O)C>[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:12]2[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=2)[CH2:9][CH2:10][N:19]2[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]2)=[CH:4][CH:3]=1

参加物

8

反応物 5

HCID 4875Potassium IodideHCID 84311-Piperazinecarboxylic acid, ethyl esterHCID 11430Potassium CarbonateHCID 14797Potassium HydroxideHCID 138832773-Bromo-1,1-bis(4-fluorophenyl)propane

生成物 1

HCID 138832821-[3,3-Bis(4-fluorophenyl)propyl]piperazine収率 84.7%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 1140Toluene溶媒

実験手順

31.1 g (0.100 mol) of 3,3-bis(4-fluorophenyl)propyl bromide, 20.6 g (0.130 mol) of ethyl piperazine-1-carboxylate, 27.6 g (0.200 mol) of powdered potassium carbonate and 4.15 g of potassium iodide were heated at the reflux temperature in 400 ml of toluene for 31 hours; the precipitate was then filtered off and the filtrate was concentrated. The material thus obtained was dissolved in 450 ml of ethanol, 450 ml of 4N KOH were added and the mixture was heated under reflux for 9 hours. After customary working up (compare Example 3d), 26.8 g of product, melting point 58°-64° C., were obtained.

後処理

  1. filtrationthe precipitate was then filtered off
  2. concentrationthe filtrate was concentrated
  3. customThe material thus obtained
  4. temperaturethe mixture was heated
  5. temperatureunder reflux for 9 hours

出典と根拠

ORDレコード
ord-ca1feb9d1186454ab36772d0d5a42c07
出典データセット
uspto-grants-1990_04
特許番号
US04918073

反応ノート

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