Potassium Carbonate → HCID 67059839、化合物

HRID 601458

反応式

HRID 601458 の反応式
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([OH:9])=[CH:5][CH:4]=1)#[N:2].C(=O)([O-])[O-].[K+].[K+].[CH2:16](Br)[CH2:17][CH:18]([CH2:20][CH2:21][CH:22]=[C:23]([CH3:25])[CH3:24])[CH3:19]>CC(C)=O>[CH3:19][C@@H:18]([CH2:20][CH2:21][CH:22]=[C:23]([CH3:25])[CH3:24])[CH2:17][CH2:16][O:9][C:6]1[CH:7]=[CH:8][C:3]([C:1]#[N:2])=[CH:4][CH:5]=1

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 130194-CyanophenolHCID 43282458-Bromo-2,6-dimethyloct-2-ene

生成物 1

HCID 67059839HCID 67059839、化合物収率 91.4%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

A mixture of 4-cyanophenol (6.0 g, 50.0 mmol), potassium carbonate (27.6 g, 200 mmol) and citronellylbromide (13.15 g, 60.0 mmol) in acetone (200 mL) was heated under reflux for 24 hours. The solvent was evaporated and the residue was taken up with CH2Cl2 (60 mL×2) and the solution filtered. The solvent was evaporated and the resulting oil was purified by flash column chromatography over silica gel (EtOAc/hexanes 1:1) as eluant to give 4-[(3S)-3,7-dimethyl-6-octenyloxy]cyanobenzene (11.76 g, 45.7 mmol, 91.4% yield) as a white oil.

後処理

  1. temperaturewas heated
  2. temperatureunder reflux for 24 hours
  3. customThe solvent was evaporated
  4. filtrationthe solution filtered
  5. customThe solvent was evaporated
  6. customthe resulting oil was purified by flash column chromatography over silica gel (EtOAc/hexanes 1:1) as eluant

出典と根拠

ORDレコード
ord-67f4c1c99a004d5c846fb66a11ed4185
出典データセット
uspto-grants-2011_03
特許番号
US07902363B2

関連ノート

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