Triethylamine → 5-(5-Fluoro-2-methoxyphenyl)-3-hydroxy-5-methyl-3-(trifluoromethyl)hexan-2-one

HRID 2215487ノート

反応式

HRID 2215487 の反応式
[F:1][C:2]1[CH:3]=[CH:4][C:5]([O:21][CH3:22])=[C:6]([C:8]([CH3:20])([CH3:19])[CH2:9][C:10]([C:15]([F:18])([F:17])[F:16])([OH:14])[CH:11]([OH:13])[CH3:12])[CH:7]=1.C(N(CC)CC)C.[Cl-].[NH4+]>CS(C)=O.C(Cl)Cl>[F:1][C:2]1[CH:3]=[CH:4][C:5]([O:21][CH3:22])=[C:6]([C:8]([CH3:19])([CH3:20])[CH2:9][C:10]([OH:14])([C:15]([F:18])([F:17])[F:16])[C:11](=[O:13])[CH3:12])[CH:7]=1

参加物

6

反応物 3

HCID 8471TriethylamineHCID 25517Ammonium ChlorideHCID 219488565-(5-Fluoro-2-methoxyphenyl)-5-methyl-3-(trifluoromethyl)hexane-2,3-diol

生成物 1

HCID 219488285-(5-Fluoro-2-methoxyphenyl)-3-hydroxy-5-methyl-3-(trifluoromethyl)hexan-2-one収率 71.7%

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒HCID 6344Dichloromethane溶媒

実験手順

1.46 g (4.5 mmol) of 5-(5-fluoro-2-methoxyphenyl)-5-methyl-3-(trifluoromethyl)hexane-2,3-diol and 3.14 ml (22.5 mmol) of triethylamine in 16.3 ml of DMSO and 50 ml of methylene chloride are mixed in portions with 4.3 g (27 mmol) of pyridine-sulfur trioxide complex at room temperature. After 20 hours at room temperature, it is hydrolyzed with saturated ammonium chloride solution while being cooled with ice and extracted with diethyl ether. The combined extracts are dried (sodium sulfate) and concentrated by evaporation. Column chromatography on silica gel with hexane-ethyl acetate yields 1.04 g of the product.

後処理

  1. temperaturewhile being cooled with ice
  2. extractionextracted with diethyl ether
  3. dry with materialThe combined extracts are dried (sodium sulfate)
  4. concentrationconcentrated by evaporation

出典と根拠

ORDレコード
ord-fa57527832e741b8874645c85a61ff98
出典データセット
uspto-grants-2006_09
特許番号
US07109212B2

反応ノート

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