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Potassium Hydroxide → 2-(2,4-Dichlorophenyl)-3-(1H-imidazol-1-yl)propane-1,2-diol

HRID 1462860
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HRID 1462860 반응식
ClC1C=CC(C(C(C)C)C([O:11][CH2:12][C:13]([C:21]2[CH:26]=[CH:25][C:24]([Cl:27])=[CH:23][C:22]=2[Cl:28])([OH:20])[CH2:14][N:15]2[CH:19]=[CH:18][N:17]=[CH:16]2)=O)=CC=1.[OH-].[K+]>CO>[Cl:28][C:22]1[CH:23]=[C:24]([Cl:27])[CH:25]=[CH:26][C:21]=1[C:13]([OH:20])([CH2:12][OH:11])[CH2:14][N:15]1[CH:19]=[CH:18][N:17]=[CH:16]1
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참가 물질

4

반응물 2

HCID 14797Potassium HydroxideHCID 13336817HCID 13336817, 화합물

생성물 1

HCID 133368182-(2,4-Dichlorophenyl)-3-(1H-imidazol-1-yl)propane-1,2-diol

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of (+)-3-[2-(4-chlorophenyl)isovaleroyloxy]-2-(2,4-dichlorophenyl)-1-(imidazol-1-yl)-2-propanol (2.89 g; M.P., 145°-146.5° C.) in methanol (40 ml) was added a 20% aqueous potassium hydroxide solution (6 ml), and the mixture was stirred at room temperature for 3 hours. The solvent was removed in vacuo, and the oily residue was dissolved in 6N hydrochloric acid (30 ml). The acidic aqueous solution was washed with chloroform (20 ml×2) and then neutralized with a 28% aqueous ammonia solution. The resulting crystals were collected by filtration to give (+)-2-(2,4-dichlorophenyl)-1-(imidazol-1-yl)-2,3-propanediol. Yield, 1.51 g; 81%. M.P., 143° C. [α]D19, -113.1° (C=1.0, MeOH).

후처리

  1. customThe solvent was removed in vacuo
  2. dissolutionthe oily residue was dissolved in 6N hydrochloric acid (30 ml)
  3. washThe acidic aqueous solution was washed with chloroform (20 ml×2)
  4. filtrationThe resulting crystals were collected by filtration

출처 및 근거

ORD 기록
ord-c7c20649aa3f42408ff0d8190de18e46
출처 데이터셋
uspto-grants-1984_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04461774

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