Hydrochloric Acid → 4-Methyl-5-phenyl-2-p-tolyloxazole 3-oxide

HRID 902111

反応式

HRID 902111 の反応式
[C:1]1([C:7](=[O:12])[C:8](=[N:10][OH:11])[CH3:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:13]1([CH3:21])[CH:18]=[CH:17][C:16]([CH:19]=O)=[CH:15][CH:14]=1.Cl>C(O)(=O)C>[CH3:9][C:8]1[N+:10]([O-:11])=[C:21]([C:13]2[CH:18]=[CH:17][C:16]([CH3:19])=[CH:15][CH:14]=2)[O:12][C:7]=1[C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 77254-MethylbenzaldehydeHCID 63990241,2-Propanedione, 1-phenyl-, 2-oxime

生成物 1

HCID 589341914-Methyl-5-phenyl-2-p-tolyloxazole 3-oxide

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

12.5 g of 1-phenyl-1,2-propanedione-2-oxime and 10 ml of p-tolualdehyde are added to 50 ml of glacial acetic acid, and HCl gas is introduced for 30 minutes, with ice-cooling. The product is precipitated as the hydrochloride by addition of methyl tert-butyl ether and filtered off with suction, and the precipitate is washed with methyl tert-butyl ether. The precipitate is suspended in water and the pH is made alkaline using ammonia. The mixture is extracted three times with in each case 200 ml of dichloromethane, the combined organic phases are dried over MgSO4 and the solvent is then removed under reduced pressure. This gives 6.4 g of 4-methyl-5-phenyl-2-p-tolyloxazole 3-oxide as a white solid. C17H15NO2 (265.31), MS(ESI)=266 (M+H+).

後処理

  1. additionis introduced for 30 minutes, with ice-
  2. temperaturecooling
  3. customThe product is precipitated as the hydrochloride by addition of methyl tert-butyl ether
  4. filtrationfiltered off with suction
  5. washthe precipitate is washed with methyl tert-butyl ether
  6. extractionThe mixture is extracted three times with in each case 200 ml of dichloromethane
  7. dry with materialthe combined organic phases are dried over MgSO4
  8. customthe solvent is then removed under reduced pressure

出典と根拠

ORDレコード
ord-c6d8bd31b53646a082a941b63e8f693b
出典データセット
uspto-grants-2008_04
特許番号
US07365084B2

関連ノート

読み込み中…