Ethyl Acetate → HCID 70874088、化合物

HRID 2208924ノート

反応式

HRID 2208924 の反応式
[OH:1][C:2]1[CH:3]=[C:4]([N+:13]([O-:15])=[O:14])[C:5]([CH3:12])=[C:6]([CH:11]=1)[C:7]([O:9][CH3:10])=[O:8].C(=O)([O-])[O-].[Cs+].[Cs+].Br[CH2:23][CH2:24][O:25][CH3:26].C(OCC)(=O)C>C(#N)C.O>[CH3:26][O:25][CH2:24][CH2:23][O:1][C:2]1[CH:3]=[C:4]([N+:13]([O-:15])=[O:14])[C:5]([CH3:12])=[C:6]([CH:11]=1)[C:7]([O:9][CH3:10])=[O:8]

参加物

7

反応物 4

HCID 8857Ethyl AcetateHCID 10796Cesium carbonateHCID 809722-Bromoethyl methyl etherHCID 23009748Methyl 5-hydroxy-2-methyl-3-nitrobenzoate

生成物 1

HCID 70874088HCID 70874088、化合物収率 63.4%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6342Acetonitrile溶媒

反応条件

温度
80 °C

実験手順

To stirred solution of methyl 5-hydroxy-2-methyl-3-nitrobenzoate (1.50 g, 7.61 mmol) in ACN (15 mL) was added cesium carbonate (4.96 g, 15.2 mmol) and 1-bromo-2-methoxyethane (1.57 g, 11.4 mmol). The resulting reaction mixture was heated at 80° C. overnight. On completion, the reaction mixture was diluted with water and extraction was carried out using ethyl acetate. The combined organic layers were washed with water, dried, and concentrated under reduced pressure. The crude material was purified by column chromatography to afford the title compound (1.3 g, 68).

後処理

  1. customThe resulting reaction mixture
  2. washThe combined organic layers were washed with water
  3. customdried
  4. concentrationconcentrated under reduced pressure
  5. customThe crude material was purified by column chromatography

出典と根拠

ORDレコード
ord-57a79f6d19294b35a6fdc2751e303c69
出典データセット
uspto-grants-2016_06
特許番号
US09376422B2

反応ノート

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