Pyridine → N-Acetyl-N-(2-pyridinylmethyl)-4-(tetradecyloxy)benzamide

HRID 247915

반응식

HRID 247915 반응식
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH2:7][NH:8][C:9](=[O:31])[C:10]1[CH:15]=[CH:14][C:13]([O:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])=[CH:12][CH:11]=1.[C:32](OC(=O)C)(=[O:34])[CH3:33].N1C=CC=CC=1>CN(C)C1C=CN=CC=1.O>[C:32]([N:8]([CH2:7][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=1)[C:9](=[O:31])[C:10]1[CH:11]=[CH:12][C:13]([O:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])=[CH:14][CH:15]=1)(=[O:34])[CH3:33]

참가 물질

6

반응물 3

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 10093859N-(2-Pyridinylmethyl)-4-(tetradecyloxy)benzamide

생성물 1

HCID 11754296N-Acetyl-N-(2-pyridinylmethyl)-4-(tetradecyloxy)benzamide

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 962Water용매

실험 절차

A mixture of 2.0 g of product from Example 4, 8.9 ml acetic anhydride, 0.0863 g 4-dimethylaminopyridine and 30 ml pyridine is heated at reflux temperature for 23 hours, cooled, poured into 150 ml of water and extracted with methylene chloride. The organic layer is washed with saturated sodium chloride, dried and concentrated in vacuo. The residue is purified by column chromatogaphy (silica gel: 15-20% ethyl acetate/hexane) to give 1.4 g of the desired product as light yellow crystals.

후처리

  1. temperatureis heated
  2. temperatureat reflux temperature for 23 hours
  3. temperaturecooled
  4. extractionextracted with methylene chloride
  5. washThe organic layer is washed with saturated sodium chloride
  6. customdried
  7. concentrationconcentrated in vacuo
  8. customThe residue is purified by column chromatogaphy (silica gel: 15-20% ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-eca43d94d0fc4759960971615bb5602d
출처 데이터셋
uspto-grants-1993_05
특허 번호
US05208247

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