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

HRID 847435

반응식

HRID 847435 반응식
[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.[OH-].[K+].[Br-].[Li+]>C1(C)C=CC=CC=1.O>[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

참가 물질

7

반응물 4

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

생성물 1

HCID 13771494-[[4-(2-Methoxyphenyl)piperazin-1-yl]methyl]phenol수율 56%

시약·촉매·용매 2

HCID 962Water용매HCID 1140Toluene용매

실험 절차

4-Hydroxyphenyl methanol (124 g, 1 mole) and 192 g (1 mole) of 1-(2-methoxyphenyl)piperazine, together with 56 g (1 mole) of potassium hydroxide and 8.7 g (0.1 mole) of lithium bromide and 32.2 g (0.1 mole) of Aliquat 366 were dissolved in a mixture of 1 liter of toluene and 1 liter of water. The reaction mixture was refluxed for 24 hours, and then allowed to cool to room temperature. The organic layer was decanted and extracted twice with 500 ml of a 10% sodium hydroxide solution. The basic aqueous liquor was treated with ammonium acetate to provoke precipitation of the desired product. After filtration and drying under vacuum overnight at 50° C., 167 g (0.56 mole, 56% yield) of the title product was obtained as small white leaflets melting at 172° C.

후처리

  1. temperatureThe reaction mixture was refluxed for 24 hours
  2. customThe organic layer was decanted
  3. extractionextracted twice with 500 ml of a 10% sodium hydroxide solution
  4. additionThe basic aqueous liquor was treated with ammonium acetate
  5. customprecipitation of the desired product
  6. filtrationAfter filtration
  7. customdrying under vacuum overnight at 50° C.

출처 및 근거

ORD 기록
ord-0ebeb5b64dfb451d93a06df6381c57ed
출처 데이터셋
uspto-grants-1992_08
특허 번호
US05142052

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