Water → Ethyl 5-chloro-2-[1-(2-trifluoromethylphenyl)methylidene]pentanoate

HRID 406331ノート

反応式

HRID 406331 の反応式
[F:1][C:2]([F:12])([F:11])[C:3]1[CH:10]=[CH:9][CH:8]=[CH:7][C:4]=1[CH:5]=O.[Cl:13][CH2:14][CH2:15][CH2:16][CH:17](P(OCC)(OCC)=O)[C:18]([O:20][CH2:21][CH3:22])=[O:19].[OH-].[Li+].O>O1CCCC1.C(O)C>[Cl:13][CH2:14][CH2:15][CH2:16][C:17](=[CH:5][C:4]1[CH:7]=[CH:8][CH:9]=[CH:10][C:3]=1[C:2]([F:12])([F:11])[F:1])[C:18]([O:20][CH2:21][CH3:22])=[O:19]

参加物

7

反応物 4

HCID 962WaterHCID 3939Lithium HydroxideHCID 123067o-(Trifluoromethyl)benzaldehydeHCID 86602479Ethyl 5-chloro-2-(diethoxyphosphoryl)pentanoate

生成物 1

HCID 66618943Ethyl 5-chloro-2-[1-(2-trifluoromethylphenyl)methylidene]pentanoate

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

2-(Trifluoromethyl)benzaldehyde (1 g) and ethyl 5-chloro-2-(diethoxyphosphoryl)pentanoate (CAS No. 870843-20-2, 2.1 g) were dissolved in a mixed solvent of tetrahydrofuran (30 mL) and ethanol (10 mL). Lithium hydroxide (412 mg) was added and the mixture was stirred at room temperature overnight. Water was added to the reaction solution, followed by extraction with ethyl acetate. The resulting organic layer was washed with brine and then dried over anhydrous sodium sulfate. The drying agent was separated by filtration, and then the organic layer was concentrated under reduced pressure. The residue was purified by silica gel column chromatography to obtain a geometric isomer mixture of the title compound (1.4 g).

後処理

  1. extractionfollowed by extraction with ethyl acetate
  2. washThe resulting organic layer was washed with brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. customThe drying agent was separated by filtration
  5. concentrationthe organic layer was concentrated under reduced pressure
  6. customThe residue was purified by silica gel column chromatography
  7. customto obtain

出典と根拠

ORDレコード
ord-c26771b3fe8042b09ab5aeafb97efad5
出典データセット
uspto-grants-2014_06
特許番号
US08754100B2

反応ノート

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