Ethylene Glycol → (1E)-1-methoxyimino-1-(2-methyl-1,3-dioxolan-2-yl)propan-2-one

HRID 2306148

反応式

HRID 2306148 の反応式
[CH2:1]([OH:4])[CH2:2][OH:3].C(OC)(OC)OC.[CH3:12][O:13][N:14]=[C:15]([C:19](=O)[CH3:20])[C:16](=[O:18])[CH3:17]>C1(C)C=CC(S(O)(=O)=O)=CC=1>[CH3:12][O:13]/[N:14]=[C:15](/[C:19]1([CH3:20])[O:4][CH2:1][CH2:2][O:3]1)\[C:16](=[O:18])[CH3:17]

参加物

5

反応物 3

HCID 174Ethylene GlycolHCID 9005Trimethyl orthoformateHCID 536122Diacetyl(methoxyimino)methane

生成物 1

HCID 22967234(1E)-1-methoxyimino-1-(2-methyl-1,3-dioxolan-2-yl)propan-2-one収率 79.4%

試薬・触媒・溶媒 1

HCID 6101p-Toluenesulfonic acid触媒

反応条件

温度
85 °C

実験手順

2400 g (39 mol) of ethylene glycol, 430 g (3.62 mol) of trimethyl orthoformate, 550 g (3.9 mol) of pentane-2,3,4-trione 3-(O-methyloxime) and 9 g of p-toluene sulfonic acid (46 mmol) were heated with stirring to 85° C. over a period of 15 min. After 30 min at 85° C., the mixture was cooled to room temperature. During the reaction, volatile components were distilled off via a column head. For work-up, the mixture was washed with saturated sodium bicarbonate solution and extracted with methyl tert-butyl ether, and the combined organic phases were washed twice with water and finally dried over magnesium sulfate. Distillative removal of the solvent gave 580 g of a red-brown oil (phys. data see Tab. 1).

後処理

  1. waitAfter 30 min at 85° C.
  2. temperaturethe mixture was cooled to room temperature
  3. customDuring the reaction, volatile components
  4. distillationwere distilled off via a column head
  5. washFor work-up, the mixture was washed with saturated sodium bicarbonate solution
  6. extractionextracted with methyl tert-butyl ether
  7. washthe combined organic phases were washed twice with water
  8. dry with materialfinally dried over magnesium sulfate
  9. customDistillative removal of the solvent

出典と根拠

ORDレコード
ord-c53fe3edc8674c529c8e128872e6fe7a
出典データセット
uspto-grants-2002_08
特許番号
US06441236B1

関連ノート

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