Hydrochloric Acid → 3-(3,4-Dichlorophenyl)-4-(imidazol-1-yl)butan-1-al

HRID 844556ノート

反応式

HRID 844556 の反応式
Cl.[N:2]1([CH2:7][CH:8]([C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[C:17]([Cl:22])[CH:16]=2)[CH2:9][CH:10]2OCC[O:11]2)[CH:6]=[CH:5][N:4]=[CH:3]1>O1CCCC1>[Cl:22][C:17]1[CH:16]=[C:15]([CH:8]([CH2:7][N:2]2[CH:6]=[CH:5][N:4]=[CH:3]2)[CH2:9][CH:10]=[O:11])[CH:20]=[CH:19][C:18]=1[Cl:21]

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 226138091-(Imidazol-1-yl)-2-(3,4-dichlorophenyl)-3-(1,3-dioxolan-2-yl)propane

生成物 1

HCID 226138043-(3,4-Dichlorophenyl)-4-(imidazol-1-yl)butan-1-al収率 46.2%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

5N Aqueous hydrochloric acid solution (100 ml) was added to an ice-cooled solution of 1-(imidazol-1-yl)-2-(3,4-dichlorophenyl)-3-(1,3-dioxolan-2-yl)propane (11 g) (see Preparation 17) in tetrahydrofuran (100 ml). The mixture was allowed to warm slowly to room temperature and then left to stand for 24 hours. The tetrahydrofuran was removed under reduced pressure and the acidic phase extracted with dichloromethane (2×100 ml). The organic phases were combined, washed with brine and dried over anhydrous sodium sulphate. The solvent was removed under reduced pressure to give the crude product which was chromatographed on silica gel eluting with a solvent gradient of 97.5:2.5 changing to 95:5, by volume, dichloromethane:methanol, to give 3-(3,4-dichlorophenyl)-4-(imidazol-1-yl)butan-1-al (4.4 g) as a viscous oil.

後処理

  1. waitleft
  2. customThe tetrahydrofuran was removed under reduced pressure
  3. extractionthe acidic phase extracted with dichloromethane (2×100 ml)
  4. washwashed with brine
  5. dry with materialdried over anhydrous sodium sulphate
  6. customThe solvent was removed under reduced pressure
  7. customto give the crude product which
  8. customwas chromatographed on silica gel eluting with a solvent gradient of 97.5:2.5 changing to 95:5, by volume, dichloromethane

出典と根拠

ORDレコード
ord-12a464210ef44eb99546bc6281d3f9cb
出典データセット
uspto-grants-2002_04
特許番号
US06380396B1

反応ノート

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