Hydroquinone → 4-(2-Methoxyethoxy)phenol

HRID 1465543노트

반응식

HRID 1465543 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

HCID 133135614-(2-Methoxyethoxy)phenol수율 32.7%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

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온도
65 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-5ed9a1f3f230450a81b9cafdf91ceb58
출처 데이터셋
uspto-grants-2015_04
특허 번호
US08999983B2

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