Sodium hydride → 4-benzyl-6-bromo-3,4-dihydro-1,4-benzoxazepine-5 (2H)-one

HRID 886889노트

반응식

HRID 886889 반응식
[CH2:1]([N:8]([CH2:19][CH2:20][OH:21])[C:9](=[O:18])[C:10]1[C:15]([Br:16])=[CH:14][CH:13]=[CH:12][C:11]=1F)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Na+]>CN(C)C=O>[CH2:1]([N:8]1[C:9](=[O:18])[C:10]2[C:15]([Br:16])=[CH:14][CH:13]=[CH:12][C:11]=2[O:21][CH2:20][CH2:19]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

참가 물질

4

반응물 2

HCID 24758Sodium hydrideHCID 68578409N-benzyl-6-bromo-2-fluoro-N-(2-hydroxyethyl)benzamide

생성물 1

HCID 685778484-benzyl-6-bromo-3,4-dihydro-1,4-benzoxazepine-5 (2H)-one수율 33.8%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To a solution of N-benzyl-6-bromo-2-fluoro-N-(2-hydroxyethyl)benzamide (15.5 g, 44.0 mmol) in N,N-dimethylformamide (200 ml) was added sodium hydride (60%, 2.29 g, 57.2 mmol) under ice-cooling, and the mixture was stirred for 1 hr under ice-cooling. The reaction mixture was poured into ice water, and the mixture was extracted with ethyl acetate. The extract was washed with water, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=2:1) to give the desired product (4.94 g, 33.8%) as an oil.

후처리

  1. temperaturecooling
  2. temperaturecooling
  3. extractionthe mixture was extracted with ethyl acetate
  4. washThe extract was washed with water
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customThe solvent was evaporated under reduced pressure
  7. customThe residue was purified by silica gel column chromatography (hexane:ethyl acetate=2:1)

출처 및 근거

ORD 기록
ord-cbb202ad0395452bb16abf7563e7c748
출처 데이터셋
uspto-grants-2012_08
특허 번호
US08247403B2

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