Potassium Iodide → [1-(4-Methyl-3-pentenyl)piperidin-4-yl] 2-cyclobutyl-2-hydroxy-2-phenylacetate

HRID 1289807노트

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HRID 1289807 반응식
Cl.[CH:2]1([C:6]([OH:22])([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[C:7]([O:9][CH:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)=[O:8])[CH2:5][CH2:4][CH2:3]1.Br[CH2:24][CH2:25][CH:26]=[C:27]([CH3:29])[CH3:28].[I-].[K+].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O.O>[CH:2]1([C:6]([OH:22])([C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)[C:7]([O:9][CH:10]2[CH2:11][CH2:12][N:13]([CH2:24][CH2:25][CH:26]=[C:27]([CH3:29])[CH3:28])[CH2:14][CH2:15]2)=[O:8])[CH2:5][CH2:4][CH2:3]1

참가 물질

7

반응물 4

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 1375215-Bromo-2-methyl-2-penteneHCID 69831797(Piperidin-4-yl) 2-cyclobutyl-2-hydroxy-2-phenylacetate hydrochloride

생성물 1

HCID 18922143[1-(4-Methyl-3-pentenyl)piperidin-4-yl] 2-cyclobutyl-2-hydroxy-2-phenylacetate수율 61.4%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

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온도
70 °C

실험 절차

50 mg of (piperidin-4-yl) 2-cyclobutyl-2-hydroxy-2-phenylacetate hydrochloride, 25 mg of 5-bromo-2-methyl-2-pentene, 25 mg of potassium iodide and 47 mg of anhydrous potassium carbonate were suspended in 5 ml of anhydrous N,N-dimethylformamide, and this suspension was stirred at 70° C. for 3 hours. The reaction mixture was cooled to room temperature, mixed with water, and then extracted with diethyl ether. The organic layer was washed with a saturated aqueous solution of sodium chloride and then dried over anhydrous magnesium sulfate. After the solvent was distilled off under reduced pressure, the resulting residue was purified by silica gel column chromatography (developing solvent: chloroform/methanol=20/1) to obtain 35 mg of the title compound.

후처리

  1. temperatureThe reaction mixture was cooled to room temperature
  2. extractionextracted with diethyl ether
  3. washThe organic layer was washed with a saturated aqueous solution of sodium chloride
  4. dry with materialdried over anhydrous magnesium sulfate
  5. distillationAfter the solvent was distilled off under reduced pressure
  6. customthe resulting residue was purified by silica gel column chromatography (developing solvent: chloroform/methanol=20/1)

출처 및 근거

ORD 기록
ord-5a69668bbdd94a21845f8b021fa41096
출처 데이터셋
uspto-grants-1998_05
특허 번호
US05750540

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