Ethylene Glycol → 2-(2-Methoxy-5-nitrophenyl)-1,3-dioxolane

HRID 356634ノート

反応式

HRID 356634 の反応式
[CH3:1][O:2][C:3]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][C:4]=1[CH:5]=[O:6].[CH2:14](O)[CH2:15][OH:16]>CC1(C)C2(CS(O)(=O)=O)C(CC1CC2)=O>[CH3:1][O:2][C:3]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][C:4]=1[CH:5]1[O:16][CH2:15][CH2:14][O:6]1

参加物

4

反応物 2

HCID 174Ethylene GlycolHCID 90685Benzaldehyde, 2-methoxy-5-nitro-

生成物 1

HCID 189389642-(2-Methoxy-5-nitrophenyl)-1,3-dioxolane収率 80.5%

試薬・触媒・溶媒 1

HCID 18462Bicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)-触媒

実験手順

A solution of 2-methoxy-5-nitrobenzaldehyde (100 g, 550 mmol), ethylene glycol (36.9 ml, 660 mmol) and CSA (5.00 g) was heated at reflux under dehydrating condition for 5 hr. After removal of the solvent, triethylamine (6 ml) was added to the residue and the mixture was recrystallized from first ethyl acetate and from next isopropanol to give 2-(2-methoxy-5-nitrophenyl)-1,3-dioxolane (99.7 g, 80.5%) as a yellow solid.

後処理

  1. temperatureat reflux
  2. customfor 5 hr
  3. customAfter removal of the solvent, triethylamine (6 ml)
  4. additionwas added to the residue
  5. customthe mixture was recrystallized from first ethyl acetate and from next isopropanol

出典と根拠

ORDレコード
ord-7d60184a725840468aa4abdf627f8fd7
出典データセット
uspto-grants-1998_11
特許番号
US05837711

反応ノート

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