Dimethylformamide → Ethyl 3-(1-acetyl-pyrrolidin-2-yl)-4-benzyloxybenzoate

HRID 13263노트

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HRID 13263 반응식
C(=O)([O-])[O-].[K+].[K+].[CH2:7](Br)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.CN(C)C=O.[C:20]([N:23]1[CH2:27][CH2:26][CH2:25][CH:24]1[C:28]1[CH:29]=[C:30]([CH:36]=[CH:37][C:38]=1[OH:39])[C:31]([O:33][CH2:34][CH3:35])=[O:32])(=[O:22])[CH3:21]>[Cl-].[NH4+]>[C:20]([N:23]1[CH2:27][CH2:26][CH2:25][CH:24]1[C:28]1[CH:29]=[C:30]([CH:36]=[CH:37][C:38]=1[O:39][CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:31]([O:33][CH2:34][CH3:35])=[O:32])(=[O:22])[CH3:21]

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 23145623Ethyl 3-(1-acetyl-pyrrolidin-2-yl)-4-hydroxybenzoate

생성물 1

HCID 23145505Ethyl 3-(1-acetyl-pyrrolidin-2-yl)-4-benzyloxybenzoate

시약·촉매·용매 1

HCID 25517Ammonium Chloride용매

반응 조건

온도
50 °C

실험 절차

15 g of potassium carbonate and 6.4 ml of benzyl bromide were added to a dimethylformamide (100 ml) solution of 12.4 g of ethyl 3-(1-acetyl-pyrrolidin-2-yl)-4-hydroxybenzoate, and the reaction liquid was stirred at 50° C. for 1 hour. The reaction liquid was cooled, diluted with aqueous saturated ammonium chloride solution, and extracted with ethyl acetate. The organic layer was washed with water, and dried with anhydrous magnesium sulfate. The solvent was evaporated away under reduced pressure, and the resulting residue was purified through silica gel column chromatography (developing solvent: hexane/ethyl acetate=10/1 to 1/2 to 1/3) to obtain the entitled compound as a yellow oily substance.

후처리

  1. customthe reaction liquid
  2. customThe reaction liquid
  3. temperaturewas cooled
  4. extractionextracted with ethyl acetate
  5. washThe organic layer was washed with water
  6. dry with materialdried with anhydrous magnesium sulfate
  7. customThe solvent was evaporated away under reduced pressure
  8. customthe resulting residue was purified through silica gel column chromatography (developing solvent: hexane/ethyl acetate=10/1 to 1/2 to 1/3)
  9. customto obtain the entitled compound as a yellow oily substance

출처 및 근거

ORD 기록
ord-8077fff77c9c423f871016535b68ea6c
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07728025B2

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