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

HRID 1870789노트

반응식

HRID 1870789 반응식
[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

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매HCID 8028Tetrahydrofuran용매2회

실험 절차

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-choro-2-fluorophenylacetate in 120 ml of tetrahydrofuran was slowly added drop-wise. 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.

후처리

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

출처 및 근거

ORD 기록
ord-af3f328fd9524eb0bb67f082dbe348d7
출처 데이터셋
uspto-grants-2000_08
특허 번호
US06100257

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