p-Toluenesulfonic acid → 7-nitro-1H-indene

HRID 1434557

반응식

HRID 1434557 반응식
[N+:1]([C:4]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:5]=1[CH2:6][CH2:7][CH:8]2O)([O-:3])=[O:2].C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[N+:1]([C:4]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:5]=1[CH2:6][CH:7]=[CH:8]2)([O-:3])=[O:2]

참가 물질

4

반응물 2

HCID 6101p-Toluenesulfonic acidHCID 131024564-Nitro-2,3-dihydro-1H-inden-1-OL

생성물 1

HCID 132395877-nitro-1H-indene수율 83.4%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

A solution of 4-nitroindan-1-ol (0.385 g, 2.15 mmol) and p-toluenesulfonic acid (5.0 mg, 0.03 mmol) in toluene (30 ml) was stirred and heated to reflux for 16 hours. After cooled to ambient temperature, the mixture was washed with aqueous sodium bicarbonate solution. The organic layer was dried over MgSO4, filtered, and concentrated under reduced pressure. The obtained residue was purified by preparatory TLC (hexane:ethylacetate 3:1) to afford 7-nitro-1H-indene (0.289 g).

후처리

  1. temperatureheated
  2. temperatureto reflux for 16 hours
  3. washthe mixture was washed with aqueous sodium bicarbonate solution
  4. dry with materialThe organic layer was dried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure
  7. customThe obtained residue was purified by preparatory TLC (hexane:ethylacetate 3:1)

출처 및 근거

ORD 기록
ord-d68f551505cb40169d3ecfbf18e456db
출처 데이터셋
uspto-grants-2009_11
특허 번호
US07615557B2

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