N-bromobutanimide → HCID 23157338, 화합물

HRID 2110860노트

반응식

HRID 2110860 반응식
[CH:1]([O:4][C:5]1[CH:6]=[C:7]([CH:12]=[CH:13][C:14]=1[CH3:15])[C:8]([O:10][CH3:11])=[O:9])([CH3:3])[CH3:2].[Br:16]N1C(=O)CCC1=O>C(OCC)(=O)C.N(C(C)(C)C#N)=NC(C)(C)C#N>[Br:16][CH2:15][C:14]1[CH:13]=[CH:12][C:7]([C:8]([O:10][CH3:11])=[O:9])=[CH:6][C:5]=1[O:4][CH:1]([CH3:3])[CH3:2]

참가 물질

5

반응물 2

HCID 67184N-bromobutanimideHCID 23157412Methyl 3-isopropoxy-4-methylbenzoate

생성물 1

HCID 23157338HCID 23157338, 화합물수율 64.6%

시약·촉매·용매 2

HCID 6547Azobisisobutyronitrile촉매HCID 8857Ethyl Acetate용매

실험 절차

To a solution of methyl 3-isopropoxy-4-methylbenzoate (1.0 g, 4.8 mmol) in ethyl acetate (20 mL) were added N-bromosuccinimide (0.92 g, 5.19 mmol) and 2,2′-azobis(isobutyronitrile) (3 mg), and the mixture was heated under reflux for 6 hr. The reaction mixture was cooled, washed with water and saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=10/1-hexane/ethyl acetate=4/1) to give the title compound (0.89 g, yield 64%) as a colorless oil. MS (ESI+): 287 (M+H), 289.

후처리

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 6 hr
  3. temperatureThe reaction mixture was cooled
  4. washwashed with water and saturated brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was purified by silica gel column chromatography (hexane/ethyl acetate=10/1-hexane/ethyl acetate=4/1)

출처 및 근거

ORD 기록
ord-8d3f1d5bad4d4079bd133a38260a098a
출처 데이터셋
uspto-grants-2009_04
특허 번호
US07517910B2

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