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

HRID 2278299노트

반응식

HRID 2278299 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-662429719f7c4b13bf9e3c8c5c5f3f3c
출처 데이터셋
uspto-grants-2015_09
특허 번호
US09133175B2

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