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

HRID 727419

반응식

HRID 727419 반응식
[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]

참가 물질

5

반응물 2

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

생성물 1

HCID 2932152,7-Dimethoxy-1-naphthaldehyde

시약·촉매·용매 2

HCID 24193Titanium Tetrachloride촉매HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-d11bd4061662452d84eeab80fa1de7f5
출처 데이터셋
uspto-grants-1998_01
특허 번호
US05712312

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