Water → HCID 58609394, 화합물

HRID 1257128노트

반응식

HRID 1257128 반응식
[OH-].[Na+].[I:3][C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1.Br[CH:12]([OH:18])[CH2:13][CH2:14][CH2:15][CH2:16][CH3:17].O>CN(C=O)C.C1COCC1.C(OCC)(=O)C.ClCCl>[I:3][C:4]1[CH:9]=[CH:8][C:7]([O:10][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][OH:18])=[CH:6][CH:5]=1

참가 물질

8

반응물 4

HCID 962WaterHCID 108944-IodophenolHCID 14798Sodium HydroxideHCID 21981760Bromohexanol

생성물 1

HCID 58609394HCID 58609394, 화합물수율 69%

시약·촉매·용매 3

HCID 6228Dimethylformamide용매HCID 8028Tetrahydrofuran용매HCID 21226138Dichloromethane ethylacetate용매

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온도
60 °C

실험 절차

A solution of NaOH (0.327 g, 8.18 mmol) and 4-iodophenol (1.5 g, 6.82 mmol) in 7.5 ml of DMF and 3.5 ml of THF was stirred at room temperature for 15 minutes. Then bromohexanol (1.482 g, 8.18 mmol) was added and the reaction mixture was warmed at 60° C. When the reaction is over, water was added (15 ml) and the mixture was extracted with ethyl acetate. The organic phase was dried over anhydrous sodium sulphate and after filtration the solvent was removed at reduced pressure. The product was isolated by silica gel column chromatography using a mixture of ethyl acetate:dichloromethane 3:7 as eluant. A white solid was obtained (1.509 g, yield 69%).

후처리

  1. additionwas added (15 ml)
  2. extractionthe mixture was extracted with ethyl acetate
  3. dry with materialThe organic phase was dried over anhydrous sodium sulphate
  4. filtrationafter filtration the solvent
  5. customwas removed at reduced pressure
  6. customThe product was isolated by silica gel column chromatography
  7. customA white solid was obtained (1.509 g, yield 69%)

출처 및 근거

ORD 기록
ord-4d54082da2264dfb878070b3c2569fe4
출처 데이터셋
uspto-grants-2013_06
특허 번호
US08461354B2

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