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

HRID 1484625노트

반응식

HRID 1484625 반응식
[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]

참가 물질

6

반응물 4

HCID 962WaterHCID 112413-Chloro-2-methyl-1-propeneHCID 24758Sodium hydrideHCID 141047372-Iodo-3-methoxyphenol2회

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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)

후처리

  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)

출처 및 근거

ORD 기록
ord-b86690a5bc0044fda6c33d8b15fc0b3e
출처 데이터셋
uspto-grants-2016_08
특허 번호
US09422272B2

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