Methanol → Acetic acid 2-ethyl-3-oxo-butyl ester

HRID 1024347

反応式

HRID 1024347 の反応式
[OH:1][CH2:2][CH:3]([CH2:7][CH3:8])[C:4](=[O:6])[CH3:5].[C:9](OC(=O)C)(=[O:11])[CH3:10].CO.C([O-])(O)=O.[Na+]>C(Cl)(Cl)Cl.CN(C1C=CN=CC=1)C>[CH2:7]([CH:3]([C:4](=[O:6])[CH3:5])[CH2:2][O:1][C:9](=[O:11])[CH3:10])[CH3:8]

参加物

7

反応物 4

HCID 887MethanolHCID 7918Acetic AnhydrideHCID 2702992-Ethyl-3-oxobutanolHCID 516892Sodium Bicarbonate

生成物 1

HCID 10898964Acetic acid 2-ethyl-3-oxo-butyl ester

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6212Chloroform溶媒

実験手順

3-Hydroxymethyl-pentan-2-one (20.7 g) was dissolved in CHCl3 (150 mL) and cooled in an ice bath. Acetic anhydride (80 mL) was added, followed by DMAP (2.18 g), and the mixture was stirred overnight at room temperature. After cooling in an ice bath, MeOH (120 mL) was added dropwise, and the mixture was poured into a saturated aqueous NaHCO3 solution. After extraction with DCM twice, the combined organic phases were dried over Na2SO4 and evaporated under reduced pressure to give 28.0 g of a light-yellow liquid. 1H NMR (400 MHz, CDCl3) δ 0.93 (t, J=8 Hz, 3H), 1.46-1.75 (m, 2H), 2.03 (s, 3H), 2.20 (s, 3H), 2.77 (quint., J=6.5 Hz, 1H), 4.20 (d, J=7 Hz, 3H).

後処理

  1. temperaturecooled in an ice bath
  2. temperatureAfter cooling in an ice bath
  3. extractionAfter extraction with DCM twice
  4. dry with materialthe combined organic phases were dried over Na2SO4
  5. customevaporated under reduced pressure

出典と根拠

ORDレコード
ord-da10fa385a3a4353bab21516362a80d2
出典データセット
uspto-grants-2014_05
特許番号
US08722887B2

関連ノート

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