Methanol → Methyl-4-hydroxy-3-vinylbutyrate

HRID 864853

반응식

HRID 864853 반응식
[CH:1]([CH:3]1[CH2:8][O:7][C:5](=[O:6])[CH2:4]1)=[CH2:2].C([O-])(=O)C.[Na+].[CH3:14][OH:15]>>[OH:15][CH2:14][CH:3]([CH:1]=[CH2:2])[CH2:4][C:5]([O:7][CH3:8])=[O:6]

참가 물질

4

반응물 3

HCID 887MethanolHCID 517045Sodium AcetateHCID 108662944-vinyl-dihydrofuran-2(3H)-one

생성물 1

HCID 18918398Methyl-4-hydroxy-3-vinylbutyrate

실험 절차

A solution of RS 3-vinylbutyrolactone (3.5 g) and sodium acetate (2.56 g) in methanol (30 ml) was kept for 20 hours. Solvent was evaporated and the residue was partitioned between water and ether. The aqueous layer was extracted twice more with ether and the extracts combined, filtered through phase separating paper and evaporated. The residue was purified by filtration chromatography on silica gel (Merck 7736) starting with 1/9 ethyl acetate/hexane and progressing to 4/6 ethyl acetate/hexane as eluent to give methyl 4-hydroxy-3-vinylbutyrate as an oil; NMR(CDCl3) δ5.73(1H,m), 5.15(2H,m), 3.68(3H,s), 3.60(2H,t), 2.76(1H,m), 2.48(2H,m), 1.69(1H,t); m/e 145(M+H)+.

후처리

  1. customSolvent was evaporated
  2. customthe residue was partitioned between water and ether
  3. extractionThe aqueous layer was extracted twice more with ether
  4. filtrationfiltered through phase
  5. customseparating paper
  6. customevaporated
  7. filtrationThe residue was purified by filtration chromatography on silica gel (Merck 7736)

출처 및 근거

ORD 기록
ord-da28a72c631b485db949df59852d8995
출처 데이터셋
uspto-grants-1996_10
특허 번호
US05563141

연결된 노트

불러오는 중…