Dimethylformamide → HCID 23312232、化合物

HRID 2401686ノート

反応式

HRID 2401686 の反応式
[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

参加物

6

反応物 4

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

生成物 1

HCID 23312232HCID 23312232、化合物収率 65.9%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
150 °C

実験手順

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”).

後処理

  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

出典と根拠

ORDレコード
ord-4c57f55e99e84ee1960f94e2942fc4e3
出典データセット
uspto-grants-2014_08
特許番号
US08796306B2

反応ノート

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