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Water → 1-Carbomethoxy-4-[4,4-bis(p-fluorophenyl)butyl]-piperazine hydrochloride

HRID 542182
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HRID 542182 반응식
[C:1]([N:5]1[CH2:10][CH2:9][NH:8][CH2:7][CH2:6]1)([O:3][CH3:4])=[O:2].[Cl:11][CH2:12][CH2:13][CH2:14][CH:15]([C:23]1[CH:28]=[CH:27][C:26]([F:29])=[CH:25][CH:24]=1)[C:16]1[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=1.C(=O)(O)[O-].[Na+].O>C(O)C>[ClH:11].[C:1]([N:5]1[CH2:10][CH2:9][N:8]([CH2:12][CH2:13][CH2:14][CH:15]([C:16]2[CH:17]=[CH:18][C:19]([F:22])=[CH:20][CH:21]=2)[C:23]2[CH:28]=[CH:27][C:26]([F:29])=[CH:25][CH:24]=2)[CH2:7][CH2:6]1)([O:3][CH3:4])=[O:2]
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HCID 962WaterHCID 768201,1'-(4-Chlorobutylidene)bis(4-fluorobenzene)HCID 142729Methyl piperazine-1-carboxylateHCID 516892Sodium Bicarbonate

생성물 1

HCID 202094811-Carbomethoxy-4-[4,4-bis(p-fluorophenyl)butyl]-piperazine hydrochloride수율 17.3%

시약·촉매·용매 1

HCID 702
Ethanol
용매

실험 절차

To a solution of 4.3 g (0.03 mole) 1-carbomethoxypiperazine in 10 ml of ethanol was added 10.0 g (0.036 mole) of 4-chloro-1,1-bis-(p-fluorophenyl)-butane and 5.0 g of sodium bicarbonate. The mixture was heated at reflux for 36 hours. 100 ml of water was added. The mixture was extracted twice with Et2O. The combined extracts were dried over sodium sulphate and concentrated. The residue was dissolved in ethanol-ether and the hydrochloride was precipitated with ethanolic HCl. The solid was collected by filtration and recrystallised from propan-2-ol to give 2.2 g of 1-carbomethoxy-4-[4,4-bis(p-fluorophenyl)butyl]-piperazine hydrochloride. Melting point 192°-193° C.

후처리

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 36 hours
  3. extractionThe mixture was extracted twice with Et2O
  4. dry with materialThe combined extracts were dried over sodium sulphate
  5. concentrationconcentrated
  6. dissolutionThe residue was dissolved in ethanol-ether
  7. customthe hydrochloride was precipitated with ethanolic HCl
  8. filtrationThe solid was collected by filtration
  9. customrecrystallised from propan-2-ol

출처 및 근거

ORD 기록
ord-7c0001171b8048a3ad3c61c16d4fe6cc
출처 데이터셋
uspto-grants-1987_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04656175

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