Sulfuric Acid → (R)-Methyl 2-(3-chlorophenyl)-2-hydroxyacetate

HRID 1004071ノート

反応式

HRID 1004071 の反応式
[Cl:1][C:2]1[CH:3]=[C:4]([C@@H:8]([OH:12])[C:9]([OH:11])=[O:10])[CH:5]=[CH:6][CH:7]=1.S(=O)(=O)(O)O.[C:18](=O)(O)[O-].[Na+]>CO>[CH3:18][O:10][C:9](=[O:11])[C@@H:8]([C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[CH:3]=1)[OH:12]

参加物

5

反応物 3

HCID 1118Sulfuric AcidHCID 516892Sodium BicarbonateHCID 2733127(R)-2-(3-Chlorophenyl)-2-hydroxyacetic acid

生成物 1

HCID 15606324(R)-Methyl 2-(3-chlorophenyl)-2-hydroxyacetate

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A solution of (R)-(3-chloro-phenyl)-hydroxy-acetic acid (19.98 g) in methanol (250 ml) containing concentrated sulphuric acid (1 ml) was heated under reflux for 6.5 h. The solution was cooled, neutralised with aqueous sodium bicarbonate solution, and concentrated. The residue was dissolved in ethyl acetate, washed with aqueous sodium bicarbonate solution, dried, and evaporated to give the title compound (21.13 g) as a pale-yellow oil.

後処理

  1. temperaturewas heated
  2. temperatureunder reflux for 6.5 h
  3. temperatureThe solution was cooled
  4. concentrationconcentrated
  5. dissolutionThe residue was dissolved in ethyl acetate
  6. washwashed with aqueous sodium bicarbonate solution
  7. customdried
  8. customevaporated

出典と根拠

ORDレコード
ord-507cf87ec1fc4f8188216dbaa001f800
出典データセット
uspto-grants-2000_04
特許番号
US06048872

反応ノート

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