Sulfuric Acid → 1,1,2-Trimethyl-1H-benzo[e]indole-7-sulfonic acid

HRID 2106987

反応式

HRID 2106987 の反応式
[CH3:1][C:2]1([CH3:16])[C:10]2[C:9]3[CH:11]=[CH:12][CH:13]=[CH:14][C:8]=3[CH:7]=[CH:6][C:5]=2[N:4]=[C:3]1[CH3:15].[OH:17][S:18](O)(=[O:20])=[O:19]>[OH-].[Na+]>[S:18]([C:13]1[CH:12]=[CH:11][C:9]2[C:10]3[C:2]([CH3:16])([CH3:1])[C:3]([CH3:15])=[N:4][C:5]=3[CH:6]=[CH:7][C:8]=2[CH:14]=1)([OH:20])(=[O:19])=[O:17]

参加物

4

反応物 2

HCID 1118Sulfuric AcidHCID 1705302,3,3-Trimethylbenzoindolenine

生成物 1

HCID 198472691,1,2-Trimethyl-1H-benzo[e]indole-7-sulfonic acid

試薬・触媒・溶媒 1

HCID 14798Sodium Hydroxide溶媒

反応条件

温度
180 °C

実験手順

1,1,2-Trimethyl-1H-benz[e]indole, 100 g. was added with stirring to 500 mL of concentrated H2SO4. The mixture was heated at 180° C. for 1/2 h, cooled to 60° C. and poured onto 2 Kg ice. Cautionsly 500 ml of 50% aqueous NaOH was added. After 24 hours at room temperature the solid was filtered off, and 500 mL of saturated aqueous Na2SO4 was added. The resulting solid precipitate was collected, added to the previously filtered solid, and recrystallized from 2 L of H2O. Yield 25 g after overnight vacuum drying at 50° C. The location of the sulfo group was determined as being the 7-position by proton nuclear magnetic resonance measurements.

後処理

  1. additionwas added
  2. temperaturecooled to 60° C.
  3. filtrationAfter 24 hours at room temperature the solid was filtered off
  4. addition500 mL of saturated aqueous Na2SO4 was added
  5. customThe resulting solid precipitate was collected
  6. additionadded to the previously filtered solid
  7. customrecrystallized from 2 L of H2O
  8. customYield 25 g after overnight vacuum drying at 50° C

出典と根拠

ORDレコード
ord-cd0326d55861465aa217f15243fad443
出典データセット
uspto-grants-1990_06
特許番号
US04933269

関連ノート

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