HCID 59627701、化合物 → HCID 59627640、化合物

HRID 1930117ノート

反応式

HRID 1930117 の反応式
[Cl:1][C:2]1[C:3]([O:16][CH3:17])=[CH:4][C:5]([CH3:15])=[C:6]([C:8](=[O:14])[C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH:7]=1>CC(O)=O.[Zn]>[Cl:1][C:2]1[C:3]([O:16][CH3:17])=[CH:4][C:5]([CH3:15])=[C:6]([CH:8]([OH:14])[C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH:7]=1

参加物

4

反応物 1

HCID 59627701HCID 59627701、化合物2 回

生成物 1

HCID 59627640HCID 59627640、化合物収率 92.4%

試薬・触媒・溶媒 2

HCID 23994Zinc触媒HCID 176Acetic Acid溶媒2 回

実験手順

A solution of ethyl 2-(5-chloro-4-methoxy-2-methylphenyl)-2-oxoacetate (Intermediate 3-7; 6.12 g, 23.84 mmol) in warm AcOH (60 mL) was added to a stirred suspension of zinc dust (7.80 g, 119.21 mmol) in AcOH (20 mL) and the resulting suspension was stirred at ambient temperature for 16 hours. The reaction mixture was filtered, the filtrate diluted with EtOAc (200 mL), and washed with saturated brine (3×125 mL). The organic layer was dried over MgSO4, filtered and evaporated to afford ethyl 2-(5-chloro-4-methoxy-2-methylphenyl)-2-hydroxyacetate (5.70 g, 92%) as a pale yellow oil which solidified on standing, which was used without further purification.

後処理

  1. filtrationThe reaction mixture was filtered
  2. additionthe filtrate diluted with EtOAc (200 mL)
  3. washwashed with saturated brine (3×125 mL)
  4. dry with materialThe organic layer was dried over MgSO4
  5. filtrationfiltered
  6. customevaporated

出典と根拠

ORDレコード
ord-43398da6e19146bba0df727dbd9a353c
出典データセット
uspto-grants-2012_05
特許番号
US08188092B2

反応ノート

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