Potassium Formate → N-benzyl-4-hydroxy-3-oxobutanamide

HRID 526718

反応式

HRID 526718 の反応式
[CH2:1]([NH:8][C:9](=[O:15])[CH2:10][C:11](=[O:14])[CH2:12]Br)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C([O-])=[O:17].[K+]>CO>[CH2:1]([NH:8][C:9](=[O:15])[CH2:10][C:11](=[O:14])[CH2:12][OH:17])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 2735122Potassium FormateHCID 71502812N-benzyl-4-bromo-3-oxobutanamide2 回

生成物 1

HCID 71502813N-benzyl-4-hydroxy-3-oxobutanamide収率 54.6%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
-10 °C

実験手順

N-benzyl-4-bromo-3-oxobutanamide (compound B 50 g, 185.1 mmol) was dissolved in methanol (400 ml), and potassium formate (31.14 g, 370.2 mmol) was added. The resulting mixture was heated under reflux for 2 hours. Methanol was removed by distillation under reduced pressure; the residue was taken up into ethyl acetate (250 ml) under reflux, filtered hot, the filter cake washed with warm ethyl acetate (100 ml). The combined filtrate was cooled to −10° C., aged for 1.5 hours. The precipitate was collected, washed twice with cold ethyl acetate (2×25 ml), dried to give N-benzyl-4-hydroxy-3-oxobutanamide (18.2 g, 101 mmol, 38.8% yield).

後処理

  1. temperatureThe resulting mixture was heated
  2. temperatureunder reflux for 2 hours
  3. customMethanol was removed by distillation under reduced pressure
  4. temperatureunder reflux
  5. filtrationfiltered hot
  6. washthe filter cake washed with warm ethyl acetate (100 ml)
  7. customThe precipitate was collected
  8. washwashed twice with cold ethyl acetate (2×25 ml)
  9. customdried

出典と根拠

ORDレコード
ord-75d1eb007b04441f8953c1e8edbc0291
出典データセット
uspto-grants-2016_05
特許番号
US09346751B2

関連ノート

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