4-Hydroxybenzaldehyde → p-(Octyloxy)benzaldehyde

HRID 53099

反応式

HRID 53099 の反応式
[CH:1]([C:3]1[CH:8]=[CH:7][C:6]([OH:9])=[CH:5][CH:4]=1)=[O:2].Br[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH2:11]([O:9][C:6]1[CH:7]=[CH:8][C:3]([CH:1]=[O:2])=[CH:4][CH:5]=1)[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]

参加物

5

反応物 3

HCID 1264-HydroxybenzaldehydeHCID 81401-BromooctaneHCID 11430Potassium Carbonate

生成物 1

HCID 90358p-(Octyloxy)benzaldehyde

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

A solution containing 3.053 g (25 mmol) of 4-formylphenol, 6.48 ml (3705 mmol) of 1-bromooctane and 6.9 mg (50 mmol) of potassium carbonate in 100 ml of acetone was refluxed overnight. When the reaction was substantially complete, as indicated by thin layer chromatagraphy (TLC), the reaction was quenched by the addition of 100 ml of water. The desired compound was extracted from the reaction mixture using two 100 ml portions of diethyl ether. The resultant solution was dried over magnesium sulfate, filtered and then concentrated in vacuo to provide a liquid which was purified using HPLC (eluent of 10 ethyl acetate in hexane) to provide the desired compound.

後処理

  1. temperaturewas refluxed overnight
  2. customthe reaction was quenched by the addition of 100 ml of water
  3. extractionThe desired compound was extracted from the reaction mixture
  4. dry with materialThe resultant solution was dried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. customto provide a liquid which
  8. customwas purified

出典と根拠

ORDレコード
ord-bbd2d797dc224e55945d075f0efd3385
出典データセット
uspto-grants-1997_04
特許番号
US05618787

関連ノート

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