Water → 2-Iodo-1-(methyloxy)-3-[(2-methyl-2-propen-1-yl)oxy]benzene

HRID 1484625ノート

反応式

HRID 1484625 の反応式
[I:1][C:2]1[C:7]([O:8][CH3:9])=[CH:6][CH:5]=[CH:4][C:3]=1[OH:10].[H-].[Na+].Cl[CH2:14][C:15]([CH3:17])=[CH2:16].O>CN(C=O)C>[I:1][C:2]1[C:3]([O:10][CH2:16][C:15]([CH3:17])=[CH2:14])=[CH:4][CH:5]=[CH:6][C:7]=1[O:8][CH3:9]

参加物

6

反応物 4

HCID 962WaterHCID 112413-Chloro-2-methyl-1-propeneHCID 24758Sodium hydrideHCID 141047372-Iodo-3-methoxyphenol2 回

生成物 1

HCID 679668282-Iodo-1-(methyloxy)-3-[(2-methyl-2-propen-1-yl)oxy]benzene収率 92.6%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a solution of 2-iodo-3-(methyloxy)phenol (Intermediate 3, 10.3 g) in DMF (100 ml, SCRC) was added NaH (60%, wt., 1.977 g, 49.4 mmol) portionwise. The reaction mixture was stirred at room temperature for 1 hour and 3-chloro-2-methyl-1-propene (3.73 g, 41.2 mmol, Aldrich) was added. The resulting mixture was stirred at room temperature for 2 hours and water (50 ml) was added. The reaction mixture was extracted with ethyl acetate (3 times 200 ml, SCRC) and the combined organic layer were dried, evaporated and purified by silica gel chromatography with as eluents EtOAc/PE (1/30) to afford the title compound as a yellow liquid (11.6 g)

後処理

  1. stirringThe resulting mixture was stirred at room temperature for 2 hours
  2. extractionThe reaction mixture was extracted with ethyl acetate (3 times 200 ml, SCRC)
  3. customthe combined organic layer were dried
  4. customevaporated
  5. custompurified by silica gel chromatography with as eluents EtOAc/PE (1/30)

出典と根拠

ORDレコード
ord-b86690a5bc0044fda6c33d8b15fc0b3e
出典データセット
uspto-grants-2016_08
特許番号
US09422272B2

反応ノート

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