Cesium carbonate → 4-Pyridyloxyundecan-1-ol

HRID 278286

反応式

HRID 278286 の反応式
[OH:1][C:2]1[CH:7]=[CH:6][N:5]=[CH:4][CH:3]=1.C(=O)([O-])[O-].[Cs+].[Cs+].Br[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][OH:26]>CN(C=O)C>[N:5]1[CH:6]=[CH:7][C:2]([O:1][CH:25]([OH:26])[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH3:15])=[CH:3][CH:4]=1

参加物

5

反応物 3

HCID 10796Cesium carbonateHCID 7416311-Bromo-1-undecanolHCID 178418642HCID 178418642、化合物

生成物 1

HCID 226277984-Pyridyloxyundecan-1-ol収率 22%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
90 °C

実験手順

The compound 4-pyridyloxyundecan-1-ol was prepared as follows: To a solution of 4-hydroxy-pyridine (5.71 g, 60 mmol) in DMF (150 cm3) was added cesium carbonate (19.56 g, 60 mmol). The mixture was heated to 90° C. for 5 mins then 11-bromoundecanol (12.56 g, 50 mmol) was added and the mixture heated to reflux temperature (125° C.) for 15 hours. After cooling, the contents of the flask were poured into rapidly stirring distilled water (800 cm3). A pale yellow precipitate formed which was filtered and dried (in air). Recrystallization from hexane gave white crystals of 4-pyridyloxyundecan-1-ol (2.9 g, 22%).

後処理

  1. customThe compound 4-pyridyloxyundecan-1-ol was prepared
  2. temperaturethe mixture heated
  3. temperatureto reflux temperature (125° C.) for 15 hours
  4. temperatureAfter cooling
  5. additionthe contents of the flask were poured
  6. distillationdistilled water (800 cm3)
  7. customA pale yellow precipitate formed which
  8. filtrationwas filtered
  9. customdried (in air)
  10. customRecrystallization from hexane

出典と根拠

ORDレコード
ord-b20d2e813885471983fcc0bca3358792
出典データセット
uspto-grants-2002_03
特許番号
US06359056B1

関連ノート

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