Acetic Acid → 3H-Indole, 2,3,3-trimethyl-

HRID 127151

反応式

HRID 127151 の反応式
[CH3:1][C:2](O)([C:4](=O)[CH3:5])[CH3:3].[NH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.C(O)(=O)C.C1(C)C=CC=CC=1>O>[CH3:5][C:4]1[C:2]([CH3:3])([CH3:1])[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[N:8]=1

参加物

6

反応物 4

HCID 176Acetic AcidHCID 1140TolueneHCID 6115AnilineHCID 82613-Hydroxy-3-methyl-2-butanone

生成物 1

HCID 154273H-Indole, 2,3,3-trimethyl-

試薬・触媒・溶媒 1

HCID 962Water溶媒2 回

反応条件

温度
160 °C

実験手順

408 parts of 2-methyl-2-hydroxy-butan-3-one, 558 parts of aniline and 20 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 volatile constituents are then distilled off until the internal temperature reaches 220° C. The distillate can be re-used, without further treatment, in a subsequent batch. The residue is kept for 5 hours at 220° C. and is then cooled to 160° C., and 40 parts of concentrated hydrochloric acid are added. After heating for a further three hours, during which the water formed distils off, the reaction is complete. The product is either directly processed further or distilled. 498 parts of 2,3,3-trimethyl-indolenine are obtained, corresponding to 78.5% of theory, based on 2-methyl-2-hydroxy-butan-3-one.

後処理

  1. distillationThe volatile constituents are then distilled off until the internal temperature
  2. customreaches 220° C
  3. addition40 parts of concentrated hydrochloric acid are added
  4. temperatureAfter heating for a further three hours, during which the water
  5. customformed
  6. customdistils off
  7. distillationdistilled

出典と根拠

ORDレコード
ord-f55916a9d946457c97c38bbdf82d6a8e
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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