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

HRID 26227

反応式

HRID 26227 の反応式
[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]

参加物

8

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 3

HCID 702Ethanol溶媒HCID 3283Diethyl Ether溶媒2 回HCID 5943Carbon Tetrachloride溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-7baf14ecd86f45f5a549cee5a5e5b9b4
出典データセット
uspto-grants-1979_04
特許番号
US04148918

関連ノート

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