Hydrochloric Acid → 2-(2-Fluorobenzoyl)-3-thiophenecarboxaldehyde

HRID 1084765ノート

反応式

HRID 1084765 の反応式
C[O:2][CH:3](OC)[C:4]1[CH:8]=[CH:7][S:6][C:5]=1[C:9](=[O:17])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[F:16].C(O)C.Cl>O.CCOCC>[F:16][C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=1[C:9]([C:5]1[S:6][CH:7]=[CH:8][C:4]=1[CH:3]=[O:2])=[O:17]

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 15728739HCID 15728739、化合物

生成物 1

HCID 128984342-(2-Fluorobenzoyl)-3-thiophenecarboxaldehyde収率 27%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 3283Diethyl Ether溶媒

実験手順

To 2-(2-fluorobenzoyl)-3-thiophenecarboxaldehyde dimethylacetal was added a solution of absolute ethanol (575 ml) and hydrogen chloride (39 g). The reaction mixture was heated at reflux for 10 mins, with stirring under nitrogen. The solution was cooled to room temperature, diluted with water and ether, and the layers were separated. The aqueous layer was extracted with ether, and the combined organic layers washed with dilute aqueous sodium bicarbonate solution, brine, dried over anhydrous potassium carbonate, filtered and concentrated. The residue was purified by flash column chromatography (silica gel, 0-20% ethyl acetate/hexanes) to afford 20.3 g (27%) of product.

後処理

  1. temperatureThe reaction mixture was heated
  2. temperatureat reflux for 10 mins
  3. customthe layers were separated
  4. extractionThe aqueous layer was extracted with ether
  5. washthe combined organic layers washed with dilute aqueous sodium bicarbonate solution, brine
  6. dry with materialdried over anhydrous potassium carbonate
  7. filtrationfiltered
  8. concentrationconcentrated
  9. customThe residue was purified by flash column chromatography (silica gel, 0-20% ethyl acetate/hexanes)

出典と根拠

ORDレコード
ord-b10cb61260a443eda03b505726c2ac39
出典データセット
uspto-grants-1991_04
特許番号
US05006536

反応ノート

読み込み中…