Hydroquinone → 1H-Indene, 2-methyl-

HRID 375649

反応式

HRID 375649 の反応式
[CH3:1][C:2]1(O)[CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3]1.C1(C)C=CC(S(O)(=O)=O)=CC=1.C1(C=CC(O)=CC=1)O.O>C1(C)C=CC=CC=1>[CH3:1][C:2]1[CH2:10][C:9]2[C:4]([CH:3]=1)=[CH:5][CH:6]=[CH:7][CH:8]=2

参加物

6

反応物 4

HCID 785HydroquinoneHCID 962Water2 回HCID 6101p-Toluenesulfonic acidHCID 5692202-Methyl-2-indanol

生成物 1

HCID 165871H-Indene, 2-methyl-収率 81.2%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
0 °C

実験手順

2-Methyl-2-indanol (66.2 g) was dissolved in toluene (500 ml) in a 1 liter flask equipped with a Dean-Stark trap. To this solution p-toluene sulfonic acid (2 g) and a small amount of hydroquinone were added, and the mixture was refluxed for 2.5 hours. After 8 ml of H2O was generated, the reaction mixture was cooled to 0° C. and H2O (1 liter), also cooled to 03C, was added. The organic phase was separated and washed three times with water (500 ml). The toluene was evaporated and the residue (with trace of hydroquinone added) was distilled at reduced pressure to give 2-methylindene (47.2 g, 48%) as clear slightly green liquid.

後処理

  1. customequipped with a Dean-Stark trap
  2. temperaturethe mixture was refluxed for 2.5 hours
  3. additionwas added
  4. customThe organic phase was separated
  5. washwashed three times with water (500 ml)
  6. customThe toluene was evaporated
  7. additionthe residue (with trace of hydroquinone added)
  8. distillationwas distilled at reduced pressure

出典と根拠

ORDレコード
ord-816469b7869b4c86ada6e459380a76a4
出典データセット
uspto-grants-1996_01
特許番号
US05486585

関連ノート

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