Sulfuric Acid → Ethyl 2-acetyl-4-(2-methylphenyl)-3-oxobutanoate

HRID 26227

반응식

HRID 26227 반응식
[Mg].[O:2]=[C:3]([CH3:10])[CH2:4][C:5]([O:7][CH2:8][CH3:9])=[O:6].[CH3:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[CH2:18][C:19](Cl)=[O:20].S(=O)(=O)(O)O>CCOCC.C(Cl)(Cl)(Cl)Cl.C(O)C>[C:3]([CH:4]([C:19](=[O:20])[CH2:18][C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=1[CH3:11])[C:5]([O:7][CH2:8][CH3:9])=[O:6])(=[O:2])[CH3:10]

참가 물질

8

반응물 4

HCID 1118Sulfuric AcidHCID 8868Ethyl AcetoacetateHCID 2760632o-Tolyl-acetyl chlorideHCID 5462224Magnesium

생성물 1

HCID 21325237Ethyl 2-acetyl-4-(2-methylphenyl)-3-oxobutanoate

시약·촉매·용매 3

HCID 702Ethanol용매HCID 3283Diethyl Ether용매2회HCID 5943Carbon Tetrachloride용매

실험 절차

This material was prepared according to the procedure of M. Viscontini and N. Merckling, Helvetica Chimica Acta, 35, 2280 (1952). To 2.65 parts of magnesium turnings was added 15 parts absolute ethanol at room temperature and 0.5 parts of carbon tetrachloride. As soon as the initial reaction subsides 100 parts of dry ether was added. The mixture was stirred without cooling until the reaction ceased, then 19.6 parts of ethyl 3-oxobutanoate in 20 parts of dry ether was added with ice cooling and good stirring. After the resulting precipitate dissolved, the solution was cooled in an ice-salt bath and 16 parts of 2-methylphenylacetyl chloride was slowly added. The mixture was allowed to stand overnight at room temperature and then combined with ice and sulfuric acid. The ether layer was separated, washed with water, dried over sodium sulfate and stripped to give ethyl 2-acetyl-4-(2-methylphenyl)-3-oxobutanoate as a crude oil.

후처리

  1. customThis material was prepared
  2. additionwas added
  3. temperaturewithout cooling until the reaction
  4. dissolutionAfter the resulting precipitate dissolved
  5. temperaturethe solution was cooled in an ice-salt bath
  6. customThe ether layer was separated
  7. washwashed with water
  8. dry with materialdried over sodium sulfate

출처 및 근거

ORD 기록
ord-7baf14ecd86f45f5a549cee5a5e5b9b4
출처 데이터셋
uspto-grants-1979_04
특허 번호
US04148918

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