Acetonitrile → HCID 57507753, 화합물

HRID 605782노트

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HRID 605782 반응식
Br[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([F:9])[CH:4]=1.C(=O)([O-])[O-].[K+].[K+].C(#N)C.[OH:19][C:20]1[CH:25]=[CH:24][C:23]([S:26][CH:27]2[CH2:32][CH2:31][N:30]([C:33]([O:35][C:36]([CH3:39])([CH3:38])[CH3:37])=[O:34])[CH2:29][CH2:28]2)=[CH:22][CH:21]=1>[Cl-].[Na+].O>[F:9][C:5]1[CH:4]=[C:3]([CH:8]=[CH:7][CH:6]=1)[CH2:2][O:19][C:20]1[CH:25]=[CH:24][C:23]([S:26][CH:27]2[CH2:28][CH2:29][N:30]([C:33]([O:35][C:36]([CH3:39])([CH3:38])[CH3:37])=[O:34])[CH2:31][CH2:32]2)=[CH:22][CH:21]=1

참가 물질

6

반응물 4

HCID 6342AcetonitrileHCID 11430Potassium CarbonateHCID 680073-Fluorobenzyl bromideHCID 185387571-tert-Butoxycarbonyl-4-[(4-hydroxyphenyl)sulfanyl]piperidine

생성물 1

HCID 57507753HCID 57507753, 화합물

시약·촉매·용매 1

HCID 57417360Sodium chloride; water용매

반응 조건

온도
80 °C

실험 절차

1-(Bromomethyl)-3-fluorobenzene (0.436 ml) and potassium carbonate (670 mg) were added to an acetonitrile (15 ml) solution containing tert-butyl 4-[(4-hydroxyphenyl)sulfanyl]piperidine-1-carboxylate (1.00 g), followed by heating at 80° C. for 2 hours. The reaction solution was cooled, saturated brine was added thereto, followed by extraction with chloroform. The organic layer was dried over anhydrous sodium sulfate, the solvent was evaporated under reduced pressure, and the resulting residue was purified by silica gel column chromatography (eluent: hexane:EtOAc=8:1 (v/v)) to obtain tert-butyl 4-({4-[(3-fluorobenzyl)oxy]phenyl}sulfanyl)piperidine-1-carboxylate (1.50 g) as colorless powder.

후처리

  1. temperatureThe reaction solution was cooled
  2. extractionfollowed by extraction with chloroform
  3. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  4. customthe solvent was evaporated under reduced pressure
  5. customthe resulting residue was purified by silica gel column chromatography (eluent: hexane:EtOAc=8:1 (v/v))

출처 및 근거

ORD 기록
ord-06b20beb7e1c498cb386c41f4bc7429d
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07915261B2

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