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Hydrochloric Acid → Methyl 4-cyano-3-oxobutanoate

HRID 1837319
ノート
印刷プレビュー

反応式

HRID 1837319 の反応式
[C-:1]#[N:2].[K+].Br[CH2:5][C:6](=[O:12])[CH2:7][C:8]([O:10][CH3:11])=[O:9].Cl>CO>[C:1]([CH2:5][C:6](=[O:12])[CH2:7][C:8]([O:10][CH3:11])=[O:9])#[N:2]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 9032Potassium CyanideHCID 295655Methyl 4-bromo-3-oxobutanoate2 回

生成物 1

HCID 9964118Methyl 4-cyano-3-oxobutanoate収率 85.3%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒2 回

実験手順

10.0 g of potassium cyanide was dissolved in 400 ml of methanol, to which then 24.8 g of methyl 4-bromo-3-oxobutanoate was added dropwise from a dropping funnel over 20 minutes. Methyl 4-bromo-3-oxobutanoate remaining in the dripping funnel was dissolved further in 10 ml of methanol and added dropwise, and the mixture was stirred with cooling on ice for 1 hour and at room temperature for 2 hours. Subsequently, the reaction mixture was cooled on ice, and treated dropwise with 3 ml of a concentrated hydrochloric acid. The reaction mixture was extracted three times with diethylether (2000 ml of diethylether in total). The organic layers were combined, washed twice with 100 ml of saturated brine, dried over magnesium sulfate, concentrated under reduced pressure to obtain 15.3 g of methyl 4-cyano-3-oxobutanoate (purity: 83%).

後処理

  1. additionadded dropwise
  2. temperatureSubsequently, the reaction mixture was cooled on ice
  3. extractionThe reaction mixture was extracted three times with diethylether (2000 ml of diethylether in total)
  4. washwashed twice with 100 ml of saturated brine
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-de631344d32c4461a0703e529e3df0eb
出典データセット
uspto-grants-2004_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06781009B2

反応ノート

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