Acetaldehyde → N-(1-methoxyethyl)acetamide

HRID 1276836

反応式

HRID 1276836 の反応式
[C:1]([NH2:4])(=[O:3])[CH3:2].[CH:5]([NH:7][C:8](=[O:10])[CH3:9])=[CH2:6].[CH3:11][O:12][CH:13]([NH:15][C:16](=[O:18])[CH3:17])[CH3:14].C(=O)C>O.CO>[CH3:11][O:12][CH:13]([NH:15][C:16](=[O:18])[CH3:17])[CH3:14].[C:1]([NH2:4])(=[O:3])[CH3:2].[CH3:11][O:12][CH:13]([NH:15][C:16](=[O:18])[CH3:17])[CH3:14].[CH:5]([NH:7][C:8](=[O:10])[CH3:9])=[CH2:6]

参加物

8

反応物 4

HCID 177Acetaldehyde2 回HCID 178Acetamide3 回HCID 78875N-Vinylacetamide2 回HCID 10986197N-(1-methoxyethyl)acetamide2 回

生成物 2

HCID 10986197N-(1-methoxyethyl)acetamideHCID 22116799acetamide N-(1-methoxyethyl)acetamide N-vinylacetamide

試薬・触媒・溶媒 2

HCID 887Methanol溶媒2 回HCID 962Water溶媒3 回

反応条件

温度
40 °C

実験手順

To 7869 kg of a recovered acetal solution comprising 74.4 wt % dimethylacetal, 13.8 wt % methanol, 7.5 wt % acetaldehyde, 3.3 wt % methyl acetate and 1 wt % water obtained in the water separation step described below and 144 kg of methanol obtained in the N-vinylacetamide concentration step described below, there was added an additional 15 kg of methanol, and then 212 kg of recycled solution comprising 11.0 wt % acetamide, 54.4 wt % N-vinylacetamide, 32.2 wt % N-(1-methoxyethyl)acetamide and 2.4 wt % of other components obtained by the filtrate recovery step described below, 239 kg of acetamide and 165 kg of acetaldehyde were added thereto and thoroughly mixed to prepare a reaction starting solution. The molar ratio of the N-vinylacetamide and the N-(1-methoxyethyl)acetamide, acetamide, acetal, acetaldehyde, water and methanol in the mixture was 1:0.28:3.14:46.4:12.3:3.64:27.8. In terms of "moieties" the proportion was "amide":"ethylidene":"methoxy":"water"=1:13.2:26.6:3.5. Of this starting material, 450 L was fed each hour through the top of a reactor filled with 150 L of the strongly acidic ion-exchange resin "Dowex MSC-1" (registered trademark). Warm water at 40° C. was poured over the jacket of the reactor to maintain a reaction temperature of 40° C. The reaction results were calculated based on quantitative analysis by gas chromatography, after neutralization of the reaction solution obtained through the outlet at the bottom of the reactor. Based on the reaction results, the N-(1-methoxyethyl)acetamide yield (with respect to acetamide+N-(1-methoxyethyl)acetamide+N-vinylacetamide) was 88.0%, and the ethylidene bisacetamide yield as a reaction by-product (calculated on the same standard as the N-(1-methoxyethyl)acetamide yield) was 4.0%.

後処理

  1. customobtained by the filtrate recovery step
  2. additionwere added
  3. additionthoroughly mixed
  4. customto prepare a reaction
  5. waitOf this starting material, 450 L was fed each hour through the top of a reactor
  6. additionfilled with 150 L of the strongly acidic ion-exchange resin "Dowex MSC-1" (registered trademark)
  7. customThe reaction results
  8. customafter neutralization of the reaction solution obtained through the outlet at the bottom of the reactor
  9. customresults

出典と根拠

ORDレコード
ord-3f159b1fca96411eac4ae7b9f7e3e328
出典データセット
uspto-grants-2000_12
特許番号
US06166253

関連ノート

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