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

HRID 1434557ノート

反応式

HRID 1434557 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

HCID 132395877-nitro-1H-indene収率 83.4%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-d68f551505cb40169d3ecfbf18e456db
出典データセット
uspto-grants-2009_11
特許番号
US07615557B2

反応ノート

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