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

HRID 478293ノート

反応式

HRID 478293 の反応式
[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]

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 15337Mercuric acetate触媒HCID 887Methanol溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-de07702b94b549d98520e0305c476907
出典データセット
uspto-grants-2003_11
特許番号
US06642222B2

反応ノート

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