Chloromethylphthalimide → 4-(Phthalimidomethyloxy)pyridine

HRID 964101

반응식

HRID 964101 반응식
[OH:1][C:2]1[CH:7]=[CH:6][N:5]=[CH:4][CH:3]=1.Cl[CH2:9][N:10]1[C:14](=[O:15])[C:13]2=[CH:16][CH:17]=[CH:18][CH:19]=[C:12]2[C:11]1=[O:20]>CN(C=O)C>[C:11]1(=[O:20])[N:10]([CH2:9][O:1][C:2]2[CH:7]=[CH:6][N:5]=[CH:4][CH:3]=2)[C:14](=[O:15])[C:13]2=[CH:16][CH:17]=[CH:18][CH:19]=[C:12]12

참가 물질

4

반응물 2

HCID 87154ChloromethylphthalimideHCID 178418642HCID 178418642, 화합물

생성물 1

HCID 190791054-(Phthalimidomethyloxy)pyridine수율 21%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of 4.76 g (50 mmol) of 4-hydroxypyridine and 10.76 g (55 mmol) of N-chloromethylphthalimide. in 80 ml of DMF, 8.23 ml (55 mmol) of 1,8-diazabicyclo[5,4,0]-2-undecene was added. The mixture was stirred at room temperature for. 2 hours. After the solvent was distilled off, the reaction mixture was poured into water and extracted with ethyl acetate. The precipitate was filtered off. The aqueous layer was further extracted with ethyl acetate. The organic layer was washed with water and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by column chromatography (eluent: ethyl acetate) to obtain 2.67 g of the desired compound (yield: 21%, colorless crystals). mp: 129.0°-131.0° C.

후처리

  1. custom2 hours
  2. distillationAfter the solvent was distilled off
  3. additionthe reaction mixture was poured into water
  4. extractionextracted with ethyl acetate
  5. filtrationThe precipitate was filtered off
  6. extractionThe aqueous layer was further extracted with ethyl acetate
  7. washThe organic layer was washed with water
  8. dry with materialdried over anhydrous magnesium sulfate
  9. distillationthe solvent was distilled off under reduced pressure
  10. customThe residue was purified by column chromatography (eluent: ethyl acetate)

출처 및 근거

ORD 기록
ord-ecaba718089a4ea3a6b472e1ac919e0d
출처 데이터셋
uspto-grants-1998_06
특허 번호
US05767121

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