Hydroquinone → 4-(2-Methoxyethoxy)phenol

HRID 1465543ノート

反応式

HRID 1465543 の反応式
[H-].[Na+].[C:3]1([CH:10]=[CH:9][C:7]([OH:8])=[CH:6][CH:5]=1)[OH:4].CC1C=CC(S(O[CH2:22][CH2:23][O:24][CH3:25])(=O)=O)=CC=1.O>CN(C=O)C>[CH3:25][O:24][CH2:23][CH2:22][O:4][C:3]1[CH:10]=[CH:9][C:7]([OH:8])=[CH:6][CH:5]=1

参加物

6

反応物 4

HCID 785HydroquinoneHCID 962WaterHCID 24758Sodium hydrideHCID 86977Ethanol, 2-methoxy-, 1-(4-methylbenzenesulfonate)

生成物 1

HCID 133135614-(2-Methoxyethoxy)phenol収率 32.7%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

反応条件

温度
65 °C

実験手順

To a solution of 60% sodium hydride (436 mg, 18.2 mmol) in DMF (2.0 mL) was added hydroquinone (1.0 g, 18.2 mmol) in DMF (10.0 mL) dropwisely. The solution was added with 2-methoxyethyl 4-methylbenzenesulfonate (12-2, 2.10 g, 21.8 mmol) dropwisely. The reaction was stirred at 65° C. for 16 h. The solution was cooled to room temperature, poured into icy H2O, and extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous MgSO4(s), and concentrated under reduced pressure to give 4-(2-methoxyethoxy)phenol (12-3, 1.0 g), which was used directly for the next step without further purification.

後処理

  1. temperatureThe solution was cooled to room temperature
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with brine
  4. dry with materialdried over anhydrous MgSO4(s)
  5. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-5ed9a1f3f230450a81b9cafdf91ceb58
出典データセット
uspto-grants-2015_04
特許番号
US08999983B2

反応ノート

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