1-Methoxynaphthalene → 4-Methoxy-1-naphthaldehyde

HRID 619871노트

반응식

HRID 619871 반응식
P(Cl)(Cl)(Cl)=O.[CH3:6][O:7][C:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH:11]=[CH:10][CH:9]=1.[C:18]([O-])(=[O:20])C.[Na+]>CN(C)C=O>[CH3:6][O:7][C:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:11]([CH:18]=[O:20])=[CH:10][CH:9]=1

참가 물질

5

반응물 3

HCID 166681-MethoxynaphthaleneHCID 24813Phosphorus oxychlorideHCID 517045Sodium Acetate

생성물 1

HCID 852174-Methoxy-1-naphthaldehyde

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

Phosphorus oxychloride (315 g, 1.6 mole) was added dropwise over 4 hours to a stirred solution of 1-methoxynaphthalene (250 g) (2) in dried dimethylformamide (150 g). the reaction mixture was heated on a water bath for a further 4 hours, cooled, and poured onto ice (1 k) and 2M aqueous sodium acetate (1.5 l). The organic layer was extracted with dichloromethane (1 l) and washed with dilute hydrochloric acid and then with water. The organic layer was dried (MgSO4), filtered, and the solvent removed. 4-Methoxy-1-naphthaldehyde (3) was obtained as a pale yellow oil.

후처리

  1. temperaturethe reaction mixture was heated on a water bath for a further 4 hours
  2. temperaturecooled
  3. extractionThe organic layer was extracted with dichloromethane (1 l)
  4. washwashed with dilute hydrochloric acid
  5. dry with materialThe organic layer was dried (MgSO4)
  6. filtrationfiltered
  7. customthe solvent removed

출처 및 근거

ORD 기록
ord-576ddbd5b879497aa317e9498f2aef28
출처 데이터셋
uspto-grants-1989_04
특허 번호
US04818096

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