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

HRID 1024347

반응식

HRID 1024347 반응식
[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]

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6212Chloroform용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-da10fa385a3a4353bab21516362a80d2
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08722887B2

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