Potassium Carbonate → 3-(4-Chloro-2-formyl-phenoxy)-2,2-dimethyl-propionic acid methyl ester

HRID 504475노트

반응식

HRID 504475 반응식
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([OH:10])=[C:6]([CH:9]=1)[CH:7]=[O:8].[CH3:11][O:12][C:13](=[O:29])[C:14]([CH3:28])([CH3:27])[CH2:15]OS(C1C=CC(C)=CC=1)(=O)=O.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[CH3:11][O:12][C:13](=[O:29])[C:14]([CH3:28])([CH3:27])[CH2:15][O:10][C:5]1[CH:4]=[CH:3][C:2]([Cl:1])=[CH:9][C:6]=1[CH:7]=[O:8]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 124815-Chloro-salicylaldehydeHCID 22479327Methyl 3-(p-tolylsulfonyloxy)-2,2-dimethylpropanoate

생성물 1

HCID 575660603-(4-Chloro-2-formyl-phenoxy)-2,2-dimethyl-propionic acid methyl ester수율 923.5%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

5-chloro-2-hydroxy-benzaldehyde (3.1 g, 2 mmol), 2,2-dimethyl-3-(toluene-4-sulfonyloxy)-propionic acid methyl ester (5.46 g, 24 mmol), K2CO3 (5.5 g, 40 mmol) and KI (0.1 g) were mixed in DMF (20 mL). Then the mixture was irradiated by microwave for an hour at 150° C. The mixture was filtered and the filtrate was concentrated. The residue was dissolved in ethyl acetate and washed with 1N NaOH. Then the organic layer was dried over anhydrous Na2SO4 and concentrated to give title compound (Yield: 5 g, 92.5%).

후처리

  1. customThen the mixture was irradiated by microwave for an hour at 150° C
  2. filtrationThe mixture was filtered
  3. concentrationthe filtrate was concentrated
  4. dissolutionThe residue was dissolved in ethyl acetate
  5. washwashed with 1N NaOH
  6. dry with materialThen the organic layer was dried over anhydrous Na2SO4
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-fd15740c394e48e793191144947b8f96
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07776875B2

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