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

HRID 844557ノート

反応式

HRID 844557 の反応式
[BH4-].[Na+].[Cl:3][C:4]1[CH:5]=[C:6]([CH:11]([CH2:15][N:16]2[CH:20]=[CH:19][N:18]=[CH:17]2)[CH2:12][CH:13]=[O:14])[CH:7]=[CH:8][C:9]=1[Cl:10].Cl.C(=O)([O-])[O-].[Na+].[Na+]>C(O)C.O>[Cl:3][C:4]1[CH:5]=[C:6]([CH:11]([CH2:15][N:16]2[CH:20]=[CH:19][N:18]=[CH:17]2)[CH2:12][CH2:13][OH:14])[CH:7]=[CH:8][C:9]=1[Cl:10]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 10340Sodium CarbonateHCID 4311764Sodium borohydrideHCID 226138043-(3,4-Dichlorophenyl)-4-(imidazol-1-yl)butan-1-al

生成物 1

HCID 226138293-(3,4-Dichlorophenyl)-4-(imidazol-1-yl)butan-1-ol収率 85.5%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒

反応条件

温度
0 °C

実験手順

Sodium borohydride (0.52 g) was added in three portions, over 5 minutes, to an ice-cooled solution of 3-(3,4-dichlorophenyl)-4-(imidazol-1-yl)butan-1-al (3.3 g) (see Preparation 18) in ethanol (25 ml). The mixture was stirred for a further hour before removing the solvent under reduced pressure to give a residue. The residue was then suspended in water (50 ml), cooled to 0° C. and the mixture first acidified to pH1 with 2N aqueous hydrochloric acid solution and then basified to pH14 by addition of solid sodium carbonate before being extracted with ethyl acetate (3×200 ml). The organic phases were combined, dried over anhydrous sodium sulphate and the solvent removed under reduced pressure to yield 3-(3,4-dichlorophenyl)-4-(imidazol-1-yl)butan-1-ol (2.84 g) as a cream solid.

後処理

  1. custombefore removing the solvent under reduced pressure
  2. customto give a residue
  3. extractionbefore being extracted with ethyl acetate (3×200 ml)
  4. dry with materialdried over anhydrous sodium sulphate
  5. customthe solvent removed under reduced pressure

出典と根拠

ORDレコード
ord-c07ef107c544415682a02fa84242a7c6
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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