Ammonium Chloride → 5-(5-Fluoro-2-methoxyphenyl)-5-methyl-3-(trifluoromethyl)hexane-2,3-diol

HRID 2182745노트

반응식

HRID 2182745 반응식
C[Mg]Cl.O1CCC[CH2:5]1.[F:9][C:10]1[CH:11]=[CH:12][C:13]([O:28][CH3:29])=[C:14]([C:16]([CH3:27])([CH3:26])[CH2:17][C:18]([OH:25])([C:21]([F:24])([F:23])[F:22])[CH:19]=[O:20])[CH:15]=1.[Cl-].[NH4+]>C(OCC)C>[F:9][C:10]1[CH:11]=[CH:12][C:13]([O:28][CH3:29])=[C:14]([C:16]([CH3:27])([CH3:26])[CH2:17][C:18]([C:21]([F:24])([F:23])[F:22])([OH:25])[CH:19]([OH:20])[CH3:5])[CH:15]=1

참가 물질

5

반응물 3

HCID 25517Ammonium ChlorideHCID 115731224-(5-Fluoro-2-methoxy-phenyl)-2-hydroxy-4-methyl-2-(trifluoromethyl)pentanalHCID 178420676HCID 178420676, 화합물

생성물 1

HCID 219488565-(5-Fluoro-2-methoxyphenyl)-5-methyl-3-(trifluoromethyl)hexane-2,3-diol

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

8 ml of 3 M methylmagnesium chloride-tetrahydrofuran solution is added in drops to the solution of 3.6 mg (11.7 mmol) of 4-(5-fluoro-2-methoxyphenyl)-2-hydroxy-4-methyl-2-(trifluoromethyl)pentanal in 150 ml of diethyl ether at +2° C. Stirring is continued for 1 hour at +2° C. and for 2 hours at room temperature. Then, it is hydrolyzed with saturated ammonium chloride solution while being cooled with ice, the organic phase is separated, dried on sodium sulfate and concentrated by evaporation. Column chromatography on silica gel with hexane-ethyl acetate yields 2.23 g of the product.

후처리

  1. temperaturewhile being cooled with ice
  2. customthe organic phase is separated
  3. customdried on sodium sulfate
  4. concentrationconcentrated by evaporation

출처 및 근거

ORD 기록
ord-cc3bf419cd444d0c9cb0aed557b42610
출처 데이터셋
uspto-grants-2005_05
특허 번호
US06897224B2

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