Sulfuric Acid → Methyl (1,1-dimethyl-2-oxopropoxy)acetate

HRID 478293노트

반응식

HRID 478293 반응식
[CH3:1][O:2][C:3](=[O:11])[CH2:4][O:5][C:6]([CH3:10])([CH3:9])[C:7]#[CH:8].S(=O)(=O)(O)[OH:13]>CO.C([O-])(=O)C.[Hg+2].C([O-])(=O)C>[CH3:10][C:6]([CH3:9])([O:5][CH2:4][C:3]([O:2][CH3:1])=[O:11])[C:7](=[O:13])[CH3:8]

참가 물질

5

반응물 2

HCID 1118Sulfuric AcidHCID 13005744(1,1-Dimethylprop-2-ynyloxy)acetic acid methyl ester

생성물 1

HCID 85791200Methyl (1,1-dimethyl-2-oxopropoxy)acetate

시약·촉매·용매 2

HCID 15337Mercuric acetate촉매HCID 887Methanol용매

실험 절차

The product from Example 66A (10.0 g, 64 mmol) in methanol (320 mL) was treated with mercury(II) acetate (2.0 g, 6.4 mmol) and sulfuric acid (0.5 mL). After refluxing for 1.5 hours, the mixture was allowed to cool to ambient temperature, concentrated to a volume of 100 mL, poured into 1N HCl (300 mL) and extracted with dichloromethane (3×300 mL). The organic layers were combined, washed with aqueous NaHCO3, washed with brine, dried over Na2SO4 and concentrated to provide the title compound (10.3 g).

후처리

  1. temperatureAfter refluxing for 1.5 hours
  2. concentrationconcentrated to a volume of 100 mL
  3. additionpoured into 1N HCl (300 mL)
  4. extractionextracted with dichloromethane (3×300 mL)
  5. washwashed with aqueous NaHCO3
  6. washwashed with brine
  7. dry with materialdried over Na2SO4
  8. concentrationconcentrated

출처 및 근거

ORD 기록
ord-de07702b94b549d98520e0305c476907
출처 데이터셋
uspto-grants-2003_11
특허 번호
US06642222B2

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