Hydroquinone → 1H-Indene, 2-methyl-

HRID 375649

반응식

HRID 375649 반응식
[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

참가 물질

6

반응물 4

HCID 785HydroquinoneHCID 962Water2회HCID 6101p-Toluenesulfonic acidHCID 5692202-Methyl-2-indanol

생성물 1

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

시약·촉매·용매 1

HCID 1140Toluene용매

반응 조건

온도
0 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-816469b7869b4c86ada6e459380a76a4
출처 데이터셋
uspto-grants-1996_01
특허 번호
US05486585

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