3-Methyl-2-butanone → 5-Methoxy-2,3,3-trimethyl-3H-indole

HRID 461295

反応式

HRID 461295 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9]N)=[CH:5][CH:4]=1.[CH3:11][C:12]([CH:14]([CH3:16])[CH3:15])=O>C(O)(=O)C.C(O)C>[CH3:11][C:12]1[C:14]([CH3:16])([CH3:15])[C:5]2[CH:4]=[C:3]([O:2][CH3:1])[CH:8]=[CH:7][C:6]=2[N:9]=1

参加物

5

反応物 2

HCID 112513-Methyl-2-butanoneHCID 77023(4-Methoxyphenyl)hydrazine

生成物 1

HCID 110953925-Methoxy-2,3,3-trimethyl-3H-indole

試薬・触媒・溶媒 2

HCID 176Acetic Acid触媒HCID 702Ethanol溶媒

実験手順

A mixture of 0.18 mole of 4-methoxy-phenylhydrazine, 0.27 mole of methyl isopropylketone, 5 drops of acetic acid and 300 ml of ethanol was refluxed for 3 h, whereupon the solvent was evaporated. The dark residue (28 g of hydrazone) was dissolved in 125 ml of ethanol. After adding 54 ml of a 15% by weight solution of concentrated sulphuric acid in ethanol the mixture was refluxed for 2.5 h. The white precipitate (ammonium sulphate) was filtered and the filtrate was diluted with 750 ml of water, neutralized with a few ml of aqueous 5N sodium hydroxide and extracted with ether. The dried extract was distilled in vacuo. Boiling point: 138°-142° C/8 mm Hg.

後処理

  1. temperaturewas refluxed for 3 h, whereupon the solvent
  2. customwas evaporated
  3. dissolutionThe dark residue (28 g of hydrazone) was dissolved in 125 ml of ethanol
  4. additionAfter adding 54 ml of a 15% by weight solution of concentrated sulphuric acid in ethanol the mixture
  5. temperaturewas refluxed for 2.5 h
  6. filtrationThe white precipitate (ammonium sulphate) was filtered
  7. additionthe filtrate was diluted with 750 ml of water
  8. extractionextracted with ether
  9. extractionThe dried extract
  10. distillationwas distilled in vacuo

出典と根拠

ORDレコード
ord-b9d6343300584789b1b97cb771b249e1
出典データセット
uspto-grants-1977_12
特許番号
US04062682

関連ノート

読み込み中…