Water → HCID 58609394、化合物

HRID 1257128ノート

反応式

HRID 1257128 の反応式
[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

参加物

8

反応物 4

HCID 962WaterHCID 108944-IodophenolHCID 14798Sodium HydroxideHCID 21981760Bromohexanol

生成物 1

HCID 58609394HCID 58609394、化合物収率 69%

試薬・触媒・溶媒 3

HCID 6228Dimethylformamide溶媒HCID 8028Tetrahydrofuran溶媒HCID 21226138Dichloromethane ethylacetate溶媒

反応条件

温度
60 °C

実験手順

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%).

後処理

  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%)

出典と根拠

ORDレコード
ord-4d54082da2264dfb878070b3c2569fe4
出典データセット
uspto-grants-2013_06
特許番号
US08461354B2

反応ノート

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