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

HRID 597888노트

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HRID 597888 반응식
[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]

참가 물질

6

반응물 3

HCID 527PropanalHCID 134042,4-DichlorobenzaldehydeHCID 14797Potassium Hydroxide

생성물 1

HCID 724731863-(2,4-Dichlorophenyl)-2-methylpropenal수율 54.4%

시약·촉매·용매 2

HCID 962Water용매HCID 1140Toluene용매2회

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온도
0 °C

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-4f4ea39e903644988b9e1e9e1e935ee1
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07897601B2

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