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

HRID 844557노트

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HRID 844557 반응식
[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]

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

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온도
0 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-c07ef107c544415682a02fa84242a7c6
출처 데이터셋
uspto-grants-2002_04
특허 번호
US06380396B1

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