Sulfuric Acid → HCID 54720230, 화합물

HRID 985429노트

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HRID 985429 반응식
[OH:1][C:2]1[CH:6]([CH3:7])[O:5][C:4](=[O:8])[CH:3]=1.[C:9](O)([CH3:12])([CH3:11])[CH3:10].S(=O)(=O)(O)O>>[C:9]([C:3]1[C:4](=[O:8])[O:5][CH:6]([CH3:7])[C:2]=1[OH:1])([CH3:12])([CH3:11])[CH3:10]

참가 물질

4

반응물 3

HCID 1118Sulfuric AcidHCID 6386tert-ButanolHCID 546921524-Hydroxy-5-methyl-5H-furan-2-one

생성물 1

HCID 54720230HCID 54720230, 화합물수율 13%

반응 조건

온도
40 °C

실험 절차

4-Hydroxy-5-methyl-5H-furan-2-one (15.9 g, 0.14 mol) was dissolved in tert-butanol (13.9 ml, 0.147 mol) with concentrated sulfuric acid (7.8 ml, 0.147 mol) and heated at 40° C. for 4 days. The reaction mixture was allowed to cool and was partitioned between water (75 ml) and diethyl ether (75 ml). The organic layer was separated and dried (Na2SO4), filtered and concentrated under vacuum. Chromatography on silica gel with diethyl ether as eluent gave a crude product which was further purified by chromatography on silica gel with dichloromethane as eluent then triturated with diethyl ether to give 3-tert-butyl-4-hydroxy-5-methyl-5H-furan-2-one (3.1 g) as a white solid. 1H NMR (360 MHz, CDCl3) δ 1.34 (9H, s), 1.46 (3H, d, J=6.7 Hz), 4.69 (1H, q, J=6.7 Hz).

후처리

  1. temperatureto cool
  2. customwas partitioned between water (75 ml) and diethyl ether (75 ml)
  3. customThe organic layer was separated
  4. dry with materialdried (Na2SO4)
  5. filtrationfiltered
  6. concentrationconcentrated under vacuum
  7. customChromatography on silica gel with diethyl ether as eluent gave a crude product which
  8. customwas further purified by chromatography on silica gel with dichloromethane as eluent
  9. customthen triturated with diethyl ether

출처 및 근거

ORD 기록
ord-f9f54c0bd3e94126a169a4d41cb4db97
출처 데이터셋
uspto-grants-2005_03
특허 번호
US06872720B2

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