2,6-Dichlorobenzoic acid → 2,6-Dichlorobenzoyloxymethyl ketone

HRID 225946

반응식

HRID 225946 반응식
Br[CH2:2][C:3]([CH2:5]Br)=[O:4].[Cl:7][C:8]1[CH:16]=[CH:15][CH:14]=[C:13]([Cl:17])[C:9]=1[C:10]([OH:12])=[O:11].[F-].[K+]>CN(C)C=O>[Cl:7][C:8]1[CH:16]=[CH:15][CH:14]=[C:13]([Cl:17])[C:9]=1[C:10]([O:12][CH2:2][C:3]([CH2:5][O:12][C:10](=[O:11])[C:9]1[C:8]([Cl:7])=[CH:16][CH:15]=[CH:14][C:13]=1[Cl:17])=[O:4])=[O:11]

참가 물질

5

반응물 3

HCID 57582,6-Dichlorobenzoic acidHCID 699521,3-Dibromo-2-propanoneHCID 522689Potassium Fluoride

생성물 1

HCID 185175242,6-Dichlorobenzoyloxymethyl ketone

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

Thus obtained bromomethyl ketone derivative (X, 4.36 g) and 2,6-dichlorobenzoic acid (2.28 g, 1.1 Eq) were dissolved in dimethylformamide (18 ml), KF (1.58 g, 2.5 Eq) was added, and the mixture was stirred for two hours to give 2,6-dichlorobenzoyloxymethyl ketone derivative (XIa). This compound was dissolved in methanol (20 ml) and reacted by adding NaBH4 (412 mg)-methanol solution (40 ml)(−10□˜room temperature, two hours). The reaction was stopped by acetic acid, and the reaction solution was distilled under reduced pressure to remove methanol. The residue was extracted with ethyl acetate (50 ml×2), washed with water and aqueous sodium chloride solution, dried (anhydrous Na2SO4), concentrated under reduced pressure, and separated-purified by column chromatography (ethyl acetate-hexane, 1:5) to give the title compound (4.80 g, Yield 86%) in a diastereomeric form.

출처 및 근거

ORD 기록
ord-f12c119bc359443caf7f777dfcfb8f5d
출처 데이터셋
uspto-grants-2009_07
특허 번호
US07557133B2

연결된 노트

불러오는 중…