Hydrochloric Acid → Ethyl 2-(4-chloro-2-fluorophenyl)-2-formylacetate

HRID 1066535ノート

反応式

HRID 1066535 の反応式
[H-].[Na+].[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])=[C:6]([F:16])[CH:5]=1.[CH:17](OCC)=[O:18].Cl>O1CCCC1.O>[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([CH:10]([CH:17]=[O:18])[C:11]([O:13][CH2:14][CH3:15])=[O:12])=[C:6]([F:16])[CH:5]=1

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 8025Ethyl formateHCID 24758Sodium hydrideHCID 4518464Ethyl 4-chloro-2-fluorophenylacetate

生成物 1

HCID 21200432Ethyl 2-(4-chloro-2-fluorophenyl)-2-formylacetate

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

Then, 3.6 g of sodium hydride (60% in oil) was suspended in 120 ml of tetrahydrofuran, and the mixture was cooled to 5° C., to which a solution of 17.8 g of ethyl 4-chloro-2-fluorophenylacetate in 120 nm of tetrahydrofliran was slowly added dropwise. The mixture was stirred for 30 minutes with a gradual temperature increase to room temperature, to which 20 ml of ethyl formate was added at room temperature, followed by stirring for 3 hours. Then, the reaction mixture was cooled with ice, to which diluted aqueous hydrochloric acid was added. The reaction mixture was poured into water and extracted with ethyl acetate. The organic layer was washed with saturated sodium chloride solution, dried, and concentrated. The residue was subjected to silica gel column chromatography, which afforded 19.1 g of ethyl 2-(4-chloro-2-fluorophenyl)-2-formylacetate.

後処理

  1. additionwas slowly added dropwise
  2. additionwas added at room temperature
  3. stirringby stirring for 3 hours
  4. additionwas added
  5. extractionextracted with ethyl acetate
  6. washThe organic layer was washed with saturated sodium chloride solution
  7. customdried
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-61ad5ee46d604cefa63f6ffde4ce46bc
出典データセット
uspto-grants-2001_06
特許番号
US06242634B1

反応ノート

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