Methane, dichloromethoxy- → 2,7-Dimethoxy-1-naphthaldehyde

HRID 727419

反応式

HRID 727419 の反応式
[CH3:1][O:2][C:3]1[CH:12]=[CH:11][C:10]2[C:5](=[CH:6][C:7]([O:13][CH3:14])=[CH:8][CH:9]=2)[CH:4]=1.[CH3:15][O:16]C(Cl)Cl>ClCCl.Cl[Ti](Cl)(Cl)Cl>[CH3:14][O:13][C:7]1[CH:8]=[CH:9][C:10]2[C:5](=[CH:4][C:3]([O:2][CH3:1])=[CH:12][CH:11]=2)[C:6]=1[CH:15]=[O:16]

参加物

5

反応物 2

HCID 21004Methane, dichloromethoxy-HCID 770212,7-Dimethoxynaphthalene

生成物 1

HCID 2932152,7-Dimethoxy-1-naphthaldehyde

試薬・触媒・溶媒 2

HCID 24193Titanium Tetrachloride触媒HCID 6344Dichloromethane溶媒

実験手順

The 2,7-dimethoxynaphthalene 2 (65 mmol; 12.26 g) is dissolved in 150 cm3 of anhydrous dichloromethane under an inert atmosphere. TiCl4 (91 mmol; 10cm3) is added by syringe, at 0° C., followed by dropwise addition, by means of a dropping funnel, of α,α-dichloromethyl methyl ether (99 mmol; 9 cm3) in solution in 40 cm3 of the same solvent. Stirring is continued at 0° C. for 1 h and then at room temperature for 4 h 30. The reaction medium is poured onto an ice/3N HCl mixture (250 cm3), stirred vigorously and then extracted with CH2Cl2. The organic phase is washed with water and then with saturated NaHCO3 solution. The organic phase is dried over MgSO4 and evaporated. The residue is taken up in ether, the solution is filtered and the filtrate is evaporated to dryness. 2,7-Dimethoxynaphthaldehyde 3 is isolated pure in the form of a beige-colored powder.

後処理

  1. waitat room temperature for 4 h 30
  2. stirringstirred vigorously
  3. extractionextracted with CH2Cl2
  4. washThe organic phase is washed with water
  5. dry with materialThe organic phase is dried over MgSO4
  6. customevaporated
  7. filtrationthe solution is filtered
  8. customthe filtrate is evaporated to dryness

出典と根拠

ORDレコード
ord-d11bd4061662452d84eeab80fa1de7f5
出典データセット
uspto-grants-1998_01
特許番号
US05712312

関連ノート

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