Dimethylformamide → HCID 23312232, 화합물

HRID 2401686노트

반응식

HRID 2401686 반응식
[OH:1][C:2]1[CH:9]=[CH:8][C:7]([C:10]([F:13])([F:12])[F:11])=[CH:6][C:3]=1[CH:4]=O.Cl.Cl[CH2:16][C:17]1[CH:22]=[CH:21][N:20]=[CH:19][CH:18]=1.C(=O)([O-])[O-].[K+].[K+].CN(C=O)C>O>[F:11][C:10]([F:13])([F:12])[C:7]1[CH:8]=[CH:9][C:2]2[O:1][C:16]([C:17]3[CH:22]=[CH:21][N:20]=[CH:19][CH:18]=3)=[CH:4][C:3]=2[CH:6]=1

참가 물질

6

반응물 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 745704-(Chloromethyl)pyridinium chlorideHCID 155009882-Hydroxy-5-trifluoromethylbenzaldehyde

생성물 1

HCID 23312232HCID 23312232, 화합물수율 65.9%

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
150 °C

실험 절차

A mixture of 1.0 g of 2-hydroxy-5-(trifluoromethyl)benzaldehyde, 0.86 g of 4-(chloromethyl)pyridine hydrochloride, 2.54 g of potassium carbonate and 20 ml of DMF was stirred at 80° C. for 2 hours and subsequently at 150° C. for 3 hours. The reaction mixture was cooled to room temperature. Water was added to the reaction mixture, and the mixture was extracted twice with ethyl acetate. The organic layers were combined and washed with water and saturated brine and dried over magnesium sulfate, then concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to obtain 0.91 g of 4-[5-(trifluoromethyl)benzofuran-2-yl]pyridine (hereinafter, referred to as “Present Active Compound 3”).

후처리

  1. temperatureThe reaction mixture was cooled to room temperature
  2. extractionthe mixture was extracted twice with ethyl acetate
  3. washwashed with water and saturated brine
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-4c57f55e99e84ee1960f94e2942fc4e3
출처 데이터셋
uspto-grants-2014_08
특허 번호
US08796306B2

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