4-Hydroxybenzaldehyde → 4-(6-Hydroxyhexoxy)benzaldehyde

HRID 1654552ノート

反応式

HRID 1654552 の反応式
[OH:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1.Cl[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][OH:17].C(=O)([O-])[O-].[K+].[K+].CN(C)C=O>O>[OH:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][O:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1

参加物

6

反応物 4

HCID 1264-HydroxybenzaldehydeHCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 748286-Chloro-1-hexanol

生成物 1

HCID 150510824-(6-Hydroxyhexoxy)benzaldehyde

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
100 °C

実験手順

2.44 g (0.02 mol) of 4-hydroxybenzaldehyde, 2.73 g (0.02 mol) of 6-chlorohexanol, 1.66 g (0.012 mol) of potassium carbonate and 20 ml of N,N-dimethylformamide were put in a three-neck 50 ml-flask equipped with a stirrer and a thermometer and heated at 100° C. for 2 hours with stirring. The reaction mixture was cooled to room temperature, poured into water containing ice and extracted with ethyl acetate. The resulting extract was dried with anhydrous sodium sulfate, and ethyl acetate was removed therefrom by distillation. The oily residue was allowed to stand at room temperature, whereupon it gradually crystallized. By silica gel thin layer chromatography (using a developer of ethyl acetate), the purity of the crystals was high. The yield of the product was 4.4 g (99.0%).

後処理

  1. custom50 ml-flask equipped with a stirrer
  2. temperatureThe reaction mixture was cooled to room temperature
  3. additioncontaining ice
  4. extractionextracted with ethyl acetate
  5. extractionThe resulting extract
  6. dry with materialwas dried with anhydrous sodium sulfate, and ethyl acetate
  7. customwas removed
  8. distillationby distillation
  9. customto stand at room temperature, whereupon it
  10. customgradually crystallized

出典と根拠

ORDレコード
ord-bae6eb3f9ee34a86b3740ed70cb32abd
出典データセット
uspto-grants-1995_04
特許番号
US05408009

反応ノート

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