1-Naphthol → 1-Methoxynaphthalene

HRID 49693

반응식

HRID 49693 반응식
[C:1]1([OH:11])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[CH2:12]1CCN2C(=NCCC2)CC1>CCOC(C)=O.O>[CH3:12][O:11][C:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1

참가 물질

5

반응물 2

HCID 70051-NaphtholHCID 811841,8-Diazabicyclo(5.4.0)undec-7-ene

생성물 1

HCID 166681-Methoxynaphthalene

시약·촉매·용매 2

HCID 962Water용매HCID 8857Ethyl Acetate용매

반응 조건

온도
90 °C

실험 절차

To a solution of 1-naphthol (1.0 g, 6.94 mmol) in DMC (10 mL), DBU (1.06 g, 6.94 mmol) was added and the resulting mixture was heated to reflux (90° C.) for 16 hours. The reaction was cooled to ambient temperature and diluted with EtOAc (50 mL) and H2O (40 mL). The organic layer was separated and washed in sequence with 2M HCl (2×40 mL), 2M NaOH (2×40 mL) and H2O. The organic layer was dried over Na2SO4, filtered and concentrated under vacuum to give 1-methoxynaphthalene as an oil. The yield of 1-methoxynaphthalene as determined by HPLC was 99% conversion.

후처리

  1. temperaturethe resulting mixture was heated
  2. temperatureThe reaction was cooled to ambient temperature
  3. customThe organic layer was separated
  4. washwashed in sequence with 2M HCl (2×40 mL), 2M NaOH (2×40 mL) and H2O
  5. dry with materialThe organic layer was dried over Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated under vacuum

출처 및 근거

ORD 기록
ord-a5c9706326754e45afa5a3da0a92aedc
출처 데이터셋
uspto-grants-2004_03
특허 번호
US06706929B2

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