Dimethylformamide → 2,6-Dichloro-4-(trifluoromethyl)benzaldehyde

HRID 659204ノート

反応式

HRID 659204 の反応式
Br[C:2]1[C:7]([Cl:8])=[CH:6][C:5]([C:9]([F:12])([F:11])[F:10])=[CH:4][C:3]=1[Cl:13].C([Mg]Br)(C)C.CN(C)[CH:21]=[O:22]>O1CCCC1>[Cl:13][C:3]1[CH:4]=[C:5]([C:9]([F:12])([F:11])[F:10])[CH:6]=[C:7]([Cl:8])[C:2]=1[CH:21]=[O:22]

参加物

5

反応物 3

HCID 6228DimethylformamideHCID 12682564-Bromo-3,5-dichlorobenzotrifluorideHCID 178418365HCID 178418365、化合物

生成物 1

HCID 147939142,6-Dichloro-4-(trifluoromethyl)benzaldehyde

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
-10 °C

実験手順

A solution of 4-bromo-3,5-dichlorobenzotrifluoride (1 g, 3.4 mmol) in 1.2 mL tetrahydrofurane was slowly added to isopropylmagnesium bromide (15% in THF, 3.3 g, 3.4 mmol) at max. −10° C. After complete addition the reaction mixture was stirred for 30 min at −10° C. Dimethylformamide (0.275 g, 3.7 mmol) was added and the mixture was slowly warmed up. The mixture was quenched with saturated ammonium chloride solution and extracted three times with ethyl acetate. The combined organic phases were dried on sodium sulfate, filtered and evaporated. The crude product was used without any further purification, brown oil (741 mg, 89%).

後処理

  1. custom−10° C
  2. additionAfter complete addition the reaction mixture
  3. temperaturethe mixture was slowly warmed up
  4. customThe mixture was quenched with saturated ammonium chloride solution
  5. extractionextracted three times with ethyl acetate
  6. customThe combined organic phases were dried on sodium sulfate
  7. filtrationfiltered
  8. customevaporated
  9. customThe crude product was used without any further purification, brown oil (741 mg, 89%)

出典と根拠

ORDレコード
ord-97b7f94b8eb64edf88a7152c8feb9b67
出典データセット
uspto-grants-2011_12
特許番号
US08080541B2

反応ノート

読み込み中…