Water → 4-(4-Propylphenoxy)benzaldehyde

HRID 129793

反応式

HRID 129793 の反応式
C(=O)([O-])[O-].[K+].[K+].[CH2:7]([C:10]1[CH:15]=[CH:14][C:13]([OH:16])=[CH:12][CH:11]=1)[CH2:8][CH3:9].F[C:18]1[CH:25]=[CH:24][C:21]([CH:22]=[O:23])=[CH:20][CH:19]=1.O>CN(C)C(=O)C.C(Cl)Cl>[CH2:7]([C:10]1[CH:15]=[CH:14][C:13]([O:16][C:18]2[CH:25]=[CH:24][C:21]([CH:22]=[O:23])=[CH:20][CH:19]=2)=[CH:12][CH:11]=1)[CH2:8][CH3:9]

参加物

7

反応物 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 125804-PropylphenolHCID 680234-Fluorobenzaldehyde

生成物 1

HCID 106337934-(4-Propylphenoxy)benzaldehyde収率 69.1%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 31374Dimethylacetamide溶媒

実験手順

Anhydrous potassium carbonate (14.9 g, 0.12 mol) was added to a mixture of 4-propylphenol (13.6 g, 0.10 mol) and 4-fluorobenzaldehyde (12.4 g, 0.10 mol) in N,N-dimethylacetamide (100 mL) under argon. The heterogeneous mixture was brought to reflux, maintained at that temperature for 5 h, then cooled to RT. Water (100 mL) and CH2Cl2 (100 mL) were added, resulting in a tri-phase system. The bottom layer was removed; the middle layer was dried over MgSO4 ; and, the top layer was extracted with CH2Cl2 (100 mL) and dried over MgSO4. The dried layers were combined and concentrated in vacuo at 50° C. to give an orange oil. The crude product was purified by distillation to give title compound (16.6 g, 69%) as a colorless oil. bp 133°-50° C. (0.2 mm Hg)

後処理

  1. temperatureto reflux
  2. temperaturemaintained at that temperature for 5 h
  3. customresulting in a tri-phase system
  4. customThe bottom layer was removed
  5. dry with materialthe middle layer was dried over MgSO4
  6. extractionand, the top layer was extracted with CH2Cl2 (100 mL)
  7. dry with materialdried over MgSO4
  8. concentrationconcentrated in vacuo at 50° C.
  9. customto give an orange oil
  10. distillationThe crude product was purified by distillation

出典と根拠

ORDレコード
ord-75fec20ea6da4c0285122fd49d36a5ab
出典データセット
uspto-grants-1995_11
特許番号
US05470845

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