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Formic Acid → 1,1-Di(ethoxycarbonyl)-2-carboxyethane

HRID 36421
ノート
印刷プレビュー

反応式

HRID 36421 の反応式
[CH3:1][C:2]1(C)[O:9]C(=O)CC(=O)[O:3]1.[C:11]([O:20][CH2:21][CH3:22])(=[O:19])[C:12]([C:14]([O:16][CH2:17][CH3:18])=[O:15])=O.C(O)=O.Cl>O.C(N(CC)CC)C>[CH2:17]([O:16][C:14]([CH:12]([C:11]([O:20][CH2:21][CH3:22])=[O:19])[CH2:1][C:2]([OH:9])=[O:3])=[O:15])[CH3:18]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 284Formic AcidHCID 313Hydrochloric AcidHCID 162492,2-Dimethyl-1,3-dioxane-4,6-dioneHCID 691051,3-Diethyl 2-oxopropanedioate

生成物 1

HCID 131986451,1-Di(ethoxycarbonyl)-2-carboxyethane

試薬・触媒・溶媒 2

HCID 962Water溶媒
HCID 8471
Triethylamine
溶媒

反応条件

温度
95 °C

実験手順

After weighing in 14.4 g (0.1 mol) of Meldrum's acid and 17.4 g (0.1 mol, 15.5 ml) of diethyl mesoxalate to 100 ml of the mixture of formic acid and triethylamine prepared as described in Example 1, the reaction mixture was heated to 95° C. during 1 hour and reacted at the same temperature for 2 hours. After cooling the reaction mixture to room temperature, adding 350 ml of water and adjusting the pH value to 2 with concentrated hydrochloric acid, the aqueous solution was extracted with 200 ml and then with 100 ml of chloroform. The combined chloroform extract was stirred with 5 g of sodium sulfate and 1 g of activated charcoal at room temperature for 30 minutes, then filtered and the chloroform was distilled off under reduced pressure. After adding 25 ml of diethyl ether to the evaporation residue the mixture was let stand at 0°-5° C. for 16 hours. After filtering the white solid precipitate, ether was evaporated from the filtrate to give the aimed product as a liquid residue.

後処理

  1. customreacted at the same temperature for 2 hours
  2. temperatureAfter cooling the reaction mixture to room temperature
  3. extractionthe aqueous solution was extracted with 200 ml
  4. extractionThe combined chloroform extract
  5. filtrationfiltered
  6. distillationthe chloroform was distilled off under reduced pressure
  7. additionAfter adding 25 ml of diethyl ether to the evaporation residue the mixture
  8. customat 0°-5° C.
  9. customfor 16 hours
  10. filtrationAfter filtering the white solid precipitate, ether
  11. customwas evaporated from the filtrate

出典と根拠

ORDレコード
ord-83a2d4ea1a274102a25a1b47b34f97a6
出典データセット
uspto-grants-1995_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05414108

反応ノート

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