Acetone → 3,4-Dimethoxy-6-(2-bromoisonicotinoyl)benzaldehyde

HRID 1739423ノート

反応式

HRID 1739423 の反応式
C[O:2][CH:3](OC)[C:4]1[C:9]([C:10](=[O:18])[C:11]2[CH:16]=[CH:15][N:14]=[C:13]([Br:17])[CH:12]=2)=[CH:8][C:7]([O:19][CH3:20])=[C:6]([O:21][CH3:22])[CH:5]=1.Cl.CC(C)=O>O>[CH3:22][O:21][C:6]1[CH:5]=[C:4]([C:9]([C:10](=[O:18])[C:11]2[CH:16]=[CH:15][N:14]=[C:13]([Br:17])[CH:12]=2)=[CH:8][C:7]=1[O:19][CH3:20])[CH:3]=[O:2]

参加物

5

反応物 3

HCID 180AcetoneHCID 313Hydrochloric AcidHCID 218408043,4-Dimethoxy-6-(2-bromoisonicotinoyl)benzaldehyde dimethyl acetal

生成物 1

HCID 218408403,4-Dimethoxy-6-(2-bromoisonicotinoyl)benzaldehyde収率 70.4%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

3,4-Dimethoxy-6-(2-bromoisonicotinoyl)benzaldehyde dimethyl acetal (13.9 g) and 2 M hydrochloric acid (1 ml) are added to a mixture of acetone (30 ml) and water (5 ml), and the mixture is stirred at room temperature for two hours. The mixture is evaporated to remove the acetone, and the remaining aqueous layer is extracted with chloroform. The extract is washed, dried, and concentrated. The residue is purified by silica gel column chromatography (solvent; chloroform:ethyl acetate=4:1) to give 3,4-dimethoxy-6-(2-bromoisonicotinoyl)benzaldehyde (8.65 g).

後処理

  1. customThe mixture is evaporated
  2. customto remove the acetone
  3. extractionthe remaining aqueous layer is extracted with chloroform
  4. washThe extract is washed
  5. customdried
  6. concentrationconcentrated
  7. customThe residue is purified by silica gel column chromatography (solvent; chloroform:ethyl acetate=4:1)

出典と根拠

ORDレコード
ord-d71b43967f4e4db4a96ba6b9f56f5a72
出典データセット
uspto-grants-1999_10
特許番号
US05965730

反応ノート

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