N-bromobutanimide → HCID 23157338、化合物

HRID 507982ノート

反応式

HRID 507982 の反応式
[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]

参加物

5

反応物 2

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

生成物 1

HCID 23157338HCID 23157338、化合物収率 64.6%

試薬・触媒・溶媒 2

HCID 6547Azobisisobutyronitrile触媒HCID 8857Ethyl Acetate溶媒

実験手順

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 allowed to cool, 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.

後処理

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 6 hr
  3. temperatureto cool
  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)

出典と根拠

ORDレコード
ord-707677db8a334639a385383d4c13cd41
出典データセット
uspto-grants-2010_08
特許番号
US07786165B2

反応ノート

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