4-Hydroxybenzyl Alcohol → 4-[[4-(2-Methoxyphenyl)piperazin-1-yl]methyl]phenol

HRID 847436

反応式

HRID 847436 の反応式
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8]O)=[CH:4][CH:3]=1.[CH3:10][O:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[N:18]1[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]1.[Br-].[Li+].[OH-].[K+]>C1(C)C=CC=CC=1>[CH3:10][O:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[N:18]1[CH2:23][CH2:22][N:21]([CH2:8][C:5]2[CH:4]=[CH:3][C:2]([OH:1])=[CH:7][CH:6]=2)[CH2:20][CH2:19]1

参加物

6

反応物 4

HCID 1254-Hydroxybenzyl AlcoholHCID 13461-(2-Methoxyphenyl)piperazineHCID 14797Potassium HydroxideHCID 82050Lithium Bromide

生成物 1

HCID 13771494-[[4-(2-Methoxyphenyl)piperazin-1-yl]methyl]phenol収率 80%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

One mole of 4-hydroxyphenyl methanol (124 g) and 192 g (2 moles) of 1-(2-methoxyphenyl)piperazine were dissolved in 1.5 liters of toluene. One mole (87 g) of lithium bromide and 0.1 mole (5.6 g) of potassium hydroxide were added portionwise, under stirring, and the reaction medium was heated to reflux for 5 hours. The reaction mixture was then allowed to cool to room temperature, and extracted twice with 500 ml of a 1N sodium hydroxide. The basic aqueous liquor was washed with 300 ml of toluene and then acidified to pH 7 with acetic acid to provoke precipitation of the desired product. The precipitate thus obtained was filtered off and then recrystallized from isopropanol, giving 238.4 g (0.80 mole, 80% yield) of the title product, melting at 172° C.

後処理

  1. temperaturethe reaction medium was heated
  2. temperatureto reflux for 5 hours
  3. extractionextracted twice with 500 ml of a 1N sodium hydroxide
  4. washThe basic aqueous liquor was washed with 300 ml of toluene
  5. customprecipitation of the desired product
  6. customThe precipitate thus obtained
  7. filtrationwas filtered off
  8. customrecrystallized from isopropanol

出典と根拠

ORDレコード
ord-2542dc2b32b146868b33d1740dd7134d
出典データセット
uspto-grants-1992_08
特許番号
US05142052

関連ノート

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