Ethyl oxoacetate → Ethyl 3-cyclopropyl-2-hydroxy-propanoate

HRID 56660

反応式

HRID 56660 の反応式
[O:1]=[CH:2][C:3]([O:5][CH2:6][CH3:7])=[O:4].Br[Mg][CH2:10][CH:11]1[CH2:13][CH2:12]1>C1COCC1.C(OCC)(=O)C>[CH:11]1([CH2:10][CH:2]([OH:1])[C:3]([O:5][CH2:6][CH3:7])=[O:4])[CH2:13][CH2:12]1

参加物

5

反応物 2

HCID 70211Ethyl oxoacetateHCID 178419657HCID 178419657、化合物

生成物 1

HCID 116489250Ethyl 3-cyclopropyl-2-hydroxy-propanoate

試薬・触媒・溶媒 2

HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

実験手順

Under argon and with ice cooling, a solution of 5.4 g (purity 50%, 26.7 mmol) of ethyl oxoacetate in 50 ml of THF was quickly added dropwise to 7.6 g (48 mmol, 1.8 eq.) of bromo(cyclopropylmethyl)magnesium. The reaction mixture was stirred for another 48 h, diluted with ethyl acetate and quenched with water. Celite was added, and the reaction mixture was stirred for 5 min and then filtered. After phase separation, the organic phase was washed once with water, dried (sodium sulphate), filtered and concentrated under reduced pressure. Yield: 2.6 g (60% of theory)

後処理

  1. customquenched with water
  2. additionCelite was added
  3. stirringthe reaction mixture was stirred for 5 min
  4. filtrationfiltered
  5. customAfter phase separation
  6. washthe organic phase was washed once with water
  7. dry with materialdried (sodium sulphate)
  8. filtrationfiltered
  9. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-27e22d2fb738441eb0d64cce107c8a92
出典データセット
uspto-grants-2016_09
特許番号
US09434690B2

関連ノート

読み込み中…