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

HRID 2215486ノート

反応式

HRID 2215486 の反応式
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

参加物

5

反応物 3

HCID 25517Ammonium ChlorideHCID 115731224-(5-Fluoro-2-methoxy-phenyl)-2-hydroxy-4-methyl-2-(trifluoromethyl)pentanalHCID 178420676HCID 178420676、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-3a3b9c0b58bb45bf90569d6b49475893
出典データセット
uspto-grants-2006_09
特許番号
US07109212B2

反応ノート

読み込み中…