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p-Toluenesulfonic acid monohydrate → 1,2-Dimethyl-3-(prop-2-en-1-yl)benzene

HRID 2167229
ノート
印刷プレビュー

反応式

HRID 2167229 の反応式
[CH3:1][C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[CH:4][C:3]=1[C:9](O)([CH3:11])C.O.[C:14]1(C)C=CC(S(O)(=O)=O)=CC=1>C1C=CC=CC=1>[CH3:8][C:7]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:9][CH:11]=[CH2:14])[C:2]=1[CH3:1]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 235905312-(2,3-Dimethylphenyl)propan-2-ol

生成物 1

HCID 206267321,2-Dimethyl-3-(prop-2-en-1-yl)benzene収率 92%

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

2-(2,3-Dimethylphenyl)propan-2-ol, compound of formula (XXIV), prepared according to either example 1 or example 2, (1.10 g, 6.70 mmol), was dissolved in benzene (20 mL), and p-toluenesulfonic acid monohydrate (35 mg, 0.18 mmol) was added. The mixture was stirred at room temperature for 3 h. Silica gel (200 mg) was added, and stirring was continued for ca. 16 hours, and then the reaction mixture was refluxed for 30 min. After cooling to room temperature, the mixture was filtered, washed with aqueous K2CO3 solution, conventionally dried, and concentrated under reduced pressure, to yield 0.90 g (92%) of the title compound. 1H NMR: 2.02 (m, 3H), 2.21 (s, 3H), 2.28 (s, 3H), 4.82 (m, 1H), 5.17 (m, 1H), 6.97 (m, 1H), 7.05 (m, 2H).

後処理

  1. additionSilica gel (200 mg) was added
  2. stirringstirring
  3. waitwas continued for ca. 16 hours
  4. temperaturethe reaction mixture was refluxed for 30 min
  5. temperatureAfter cooling to room temperature
  6. filtrationthe mixture was filtered
  7. washwashed with aqueous K2CO3 solution
  8. customconventionally dried
  9. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-6931f278ead442209dfc8f3895cd7735
出典データセット
uspto-grants-2015_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09045433B2

反応ノート

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