Water → Ethyl 4-(4-Methoxybenzyl)acetoacetate

HRID 2291875

반응식

HRID 2291875 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][C:11](Cl)=[O:12])=[CH:5][CH:4]=1.[C:14]([O:20][CH2:21][CH3:22])(=[O:19])[CH2:15]C(C)=O.[Na].O>CCOCC>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][C:11](=[O:12])[CH2:15][C:14]([O:20][CH2:21][CH3:22])=[O:19])=[CH:5][CH:4]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 8868Ethyl AcetoacetateHCID 5360545SodiumHCID 109324413-(4-Methoxyphenyl)propionyl chloride

생성물 1

HCID 9992286Ethyl 4-(4-Methoxybenzyl)acetoacetate수율 28%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

3-(4-Methoxyphenyl)propionyl chloride (84.6 g, 0.426 mole) was added to a stirred suspension of ethyl acetoacetate, sodium salt (64.7 g, 0.426 mole) in ether (250 ml) over a period of 1.5 hours and the reaction was allowed to sit for 16 hours. The reaction mixture was treated with water (100 ml) and extracted with ether. The ether extract was cooled in an ice bath and ammonia gas was bubbled into the solution for 2.5 hours while the reactants were allowed to warm to room temperature. The reaction was washed with water, filtered and the ether fraction was stirred with 3N hydrochloric acid (100 ml) for 16 hours. The ether layer was washed with water, 5% sodium bicarbonate, brine and dried with sodium sulfate. The solvent was removed and the residue was distilled under high vacuum to give the product as an yellow oil (30.0 g, 28%).

후처리

  1. extractionextracted with ether
  2. extractionThe ether extract
  3. temperaturewas cooled in an ice bath
  4. customammonia gas was bubbled into the solution for 2.5 hours while the reactants
  5. washThe reaction was washed with water
  6. filtrationfiltered
  7. washThe ether layer was washed with water, 5% sodium bicarbonate, brine
  8. dry with materialdried with sodium sulfate
  9. customThe solvent was removed
  10. distillationthe residue was distilled under high vacuum

출처 및 근거

ORD 기록
ord-74b8327ee5ab4f4cb4c30bb51a29a98e
출처 데이터셋
uspto-grants-1989_01
특허 번호
US04798843

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