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2,5-Dimethylphenol → HCID 24623396、化合物

HRID 1505326
ノート
印刷プレビュー

反応式

HRID 1505326 の反応式
Cl[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=1.[CH3:11][C:12]1[CH:17]=[CH:16][C:15]([CH3:18])=[CH:14][C:13]=1[OH:19].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH3:11][C:12]1[CH:17]=[CH:16][C:15]([CH3:18])=[CH:14][C:13]=1[O:19][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][N:3]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 72672,5-DimethylphenolHCID 11430Potassium CarbonateHCID 783082-Chloro-5-nitropyridine

生成物 1

HCID 24623396HCID 24623396、化合物収率 90.8%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
110 °C

実験手順

In a microwave vial, 2-chloro-5-nitropyridine (80 mg, 0.505 mmol) was dissolved in 2 mL of dry dimethylformamide. 2,5-dimethylphenol (80 mg, 0.505 mmol, 1 equiv) and potassium carbonate (418 mg, 3.03 mmol, 6 equiv) were added. The reaction mixture was heated under microwave irradiation for 1 hour at 110° C. (Biotage Initiator). The reaction mixture was filtered. The filtrated solid was washed with dichloromethane (5 mL). The volatiles were evaporated. The residue was dissolved in dichloromethane (10 mL) and brine was added (10 mL). The organic layer was extracted 2 times with dichloromethane (2×15 mL) and 2 times with ethylacetate (2×15 mL). The organic phase was dried over sodium sulphate. The solvent was removed to afford the title compound (112 mg)

後処理

  1. filtrationThe reaction mixture was filtered
  2. washThe filtrated solid was washed with dichloromethane (5 mL)
  3. customThe volatiles were evaporated
  4. dissolutionThe residue was dissolved in dichloromethane (10 mL)
  5. additionbrine was added (10 mL)
  6. extractionThe organic layer was extracted 2 times with dichloromethane (2×15 mL) and 2 times with ethylacetate (2×15 mL)
  7. dry with materialThe organic phase was dried over sodium sulphate
  8. customThe solvent was removed

出典と根拠

ORDレコード
ord-880fea60b8cb4575b615b866139f2538
出典データセット
uspto-grants-2015_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09216967B2

反応ノート

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