Pyridine → Methyl 3-pentanamidobenzoate

HRID 2732

반응식

HRID 2732 반응식
N1C=CC=CC=1.[NH2:7][C:8]1[CH:9]=[C:10]([CH:15]=[CH:16][CH:17]=1)[C:11]([O:13][CH3:14])=[O:12].[C:18](Cl)(=[O:23])[CH2:19][CH2:20][CH2:21][CH3:22]>O>[C:18]([NH:7][C:8]1[CH:9]=[C:10]([CH:15]=[CH:16][CH:17]=1)[C:11]([O:13][CH3:14])=[O:12])(=[O:23])[CH2:19][CH2:20][CH2:21][CH3:22]

참가 물질

5

반응물 3

HCID 1049PyridineHCID 61186Valeryl chlorideHCID 78274Benzoic acid, 3-amino-, methyl ester

생성물 1

HCID 19171455Methyl 3-pentanamidobenzoate

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To anhydrous pyridine (120 ml), methyl 3-aminobenzoate (5.00 g) was dissolved, and valeryl chloride (4.13 ml) was added while cooling on ice. The mixture was stirred at room temperature for 4 hours. Distilled water was added to the solution. The whole was extracted with ethyl acetate, washed with 5% sodium hydrogencarbonate aqueous solution and water, and dried over anhydrous sodium sulfate. The solvent was evaporated, and the residue was purified by silica gel column chromatography (Kieselgel 60=170 g, hexane/ethyl acetate=3/1) to obtain the above-captioned compound ([6]-(62)-90) (7.70 g) as a white solid.

후처리

  1. temperaturewhile cooling on ice
  2. extractionThe whole was extracted with ethyl acetate
  3. washwashed with 5% sodium hydrogencarbonate aqueous solution and water
  4. dry with materialdried over anhydrous sodium sulfate
  5. customThe solvent was evaporated
  6. customthe residue was purified by silica gel column chromatography (Kieselgel 60=170 g, hexane/ethyl acetate=3/1)
  7. customto obtain the above-captioned compound ([6]-(62)-90) (7.70 g) as a white solid

출처 및 근거

ORD 기록
ord-afe1acea3c9c4770b2b372a33f6672d6
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05731310

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