1-Methoxynaphthalene → 4-Methoxy-1-naphthaldehyde

HRID 619871

反応式

HRID 619871 の反応式
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

参加物

5

反応物 3

HCID 166681-MethoxynaphthaleneHCID 24813Phosphorus oxychlorideHCID 517045Sodium Acetate

生成物 1

HCID 852174-Methoxy-1-naphthaldehyde

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-576ddbd5b879497aa317e9498f2aef28
出典データセット
uspto-grants-1989_04
特許番号
US04818096

関連ノート

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