Acetic Acid → 5-Methoxy-2,3,3-trimethyl-3H-indole

HRID 127152

反応式

HRID 127152 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([NH2:9])=[CH:5][CH:4]=1.[CH3:10][C:11](O)([C:13](=O)[CH3:14])[CH3:12].C(O)(=O)C.C1(C)C=CC=CC=1>O>[CH3:14][C:13]1[C:11]([CH3:12])([CH3:10])[C:5]2[CH:4]=[C:3]([O:2][CH3:1])[CH:8]=[CH:7][C:6]=2[N:9]=1

参加物

6

反応物 4

HCID 176Acetic AcidHCID 1140TolueneHCID 7732P-AnisidineHCID 82613-Hydroxy-3-methyl-2-butanone

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒2 回

反応条件

温度
220 °C

実験手順

246 parts of p-anisidine, 204 parts of 2-methyl-2-hydroxy-butan-3-one and 10 parts of acetic acid in 650 parts of toluene are heated, with removal of water from the system, until no more water separates off. The solvent is then distilled off and the residue is heated for 5 hours at 220° C. After cooling to 160° C., 10 parts of concentrated sulfuric acid are added; the mixture is kept at 160° C. for 3 hours, whilst distilling off the water formed. Distillation under reduced pressure (21 mbar) gives 318.7 parts of 5-methoxy-2,3,3-trimethyl-indolenine (melting point 53°-54° C.), corresponding to 84.3% of theory.

後処理

  1. distillationThe solvent is then distilled off
  2. temperatureAfter cooling to 160° C.
  3. addition10 parts of concentrated sulfuric acid are added
  4. distillationwhilst distilling off the water
  5. customformed
  6. distillationDistillation under reduced pressure (21 mbar)

出典と根拠

ORDレコード
ord-7f18f49789c24e61a207293027d2f17d
出典データセット
uspto-grants-1981_03
特許番号
US04255333

関連ノート

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