Pyridine → Methyl 3-pentanamidobenzoate

HRID 2732

反応式

HRID 2732 の反応式
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]

参加物

5

反応物 3

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

生成物 1

HCID 19171455Methyl 3-pentanamidobenzoate

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-afe1acea3c9c4770b2b372a33f6672d6
出典データセット
uspto-grants-1998_03
特許番号
US05731310

関連ノート

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