Propanal → 3-(2,4-Dichlorophenyl)-2-methylpropenal

HRID 597888ノート

反応式

HRID 597888 の反応式
[Cl:1][C:2]1[CH:9]=[C:8]([Cl:10])[CH:7]=[CH:6][C:3]=1[CH:4]=O.[OH-].[K+].[CH:13](=[O:16])[CH2:14][CH3:15]>C1(C)C=CC=CC=1.O>[Cl:1][C:2]1[CH:9]=[C:8]([Cl:10])[CH:7]=[CH:6][C:3]=1[CH:4]=[C:14]([CH3:15])[CH:13]=[O:16]

参加物

6

反応物 3

HCID 527PropanalHCID 134042,4-DichlorobenzaldehydeHCID 14797Potassium Hydroxide

生成物 1

HCID 724731863-(2,4-Dichlorophenyl)-2-methylpropenal収率 54.4%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 1140Toluene溶媒2 回

反応条件

温度
0 °C

実験手順

2,4-dichlorobenzaldehyde (26.26 g, 0.15 mol) was dissolved in toluene (200 mL), and then KOH (8.4 g, 1 eq) in water (183 mL) was added followed by BnEt3NCl. The mixture was cooled to 0° C. and n-propanal (26.15 g, 0.45 mol, 3 eq) in toluene (50 mL) was added dropwise. The mixture was allowed to warm to room temperature and stirred overnight. The organic layer was separated and washed successively with water, brine, dried (MgSO4), and concentrated under reduced pressure. The resulting residue was purified by silica gel chromatography (0-1-2-3% EtOAc in hexanes) to give 17.56 g of 3-(2,4-dichlorophenyl)-2-methylpropenal.

後処理

  1. temperatureto warm to room temperature
  2. customThe organic layer was separated
  3. washwashed successively with water, brine
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated under reduced pressure
  6. customThe resulting residue was purified by silica gel chromatography (0-1-2-3% EtOAc in hexanes)

出典と根拠

ORDレコード
ord-4f4ea39e903644988b9e1e9e1e935ee1
出典データセット
uspto-grants-2011_03
特許番号
US07897601B2

反応ノート

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