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2,4,6-Trimethylpyridine → 1-Cyclohexyl-2-(4,6-dimethylpyridin-2-ylmethyl)-4-(5-fluoro-2-methoxyphenyl)-4-methylpentan-2-ol

HRID 1070991
ノート
印刷プレビュー

反応式

HRID 1070991 の反応式
[N:1]1[C:6]([CH3:7])=[CH:5][C:4]([CH3:8])=[CH:3][C:2]=1[CH3:9].C([Li])(C)(C)C.[CH:15]1([CH2:21][C:22](=[O:36])[CH2:23][C:24]([C:27]2[CH:32]=[C:31]([F:33])[CH:30]=[CH:29][C:28]=2[O:34][CH3:35])([CH3:26])[CH3:25])[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]1>C1COCC1>[CH:15]1([CH2:21][C:22]([CH2:9][C:2]2[CH:3]=[C:4]([CH3:8])[CH:5]=[C:6]([CH3:7])[N:1]=2)([OH:36])[CH2:23][C:24]([C:27]2[CH:32]=[C:31]([F:33])[CH:30]=[CH:29][C:28]=2[O:34][CH3:35])([CH3:26])[CH3:25])[CH2:16][CH2:17][CH2:18][CH2:19][CH2:20]1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 79532,4,6-TrimethylpyridineHCID 223986261-Cyclohexyl-4-(5-fluoro-2-methoxyphenyl)-4-methylpentan-2-oneHCID 178418306HCID 178418306、化合物

生成物 1

HCID 223986011-Cyclohexyl-2-(4,6-dimethylpyridin-2-ylmethyl)-4-(5-fluoro-2-methoxyphenyl)-4-methylpentan-2-ol収率 55.1%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a solution of collidine (0.113 g) in THF (1 mL) cooled to −70° C. was added dropwise over 3 minutes tert-butyl lithium (1.7 M in pentane, 0.55 mL). The mixture was stirred for 5 minutes and then 1-cyclohexyl-4-(5-fluoro-2-methoxyphenyl)-4-methylpentan-2-one (Example 15) (0.095 g) in THF (0.5 mL) was added dropwise. After 10 minutes at −70° C., the reaction was quenched by addition of EtOH (0.2 mL) and warmed to room temperature. The mixture was diluted with EtOAc, washed with water, dried over sodium sulfate, filtered, and evaporated. The residue was fractionated by preparative layer chromatography (developer: methylene chloride-EtOAc (99:1)) followed by preparative layer chromatography (developer: hexanes-methylene chloride-EtOH (1:1:0.01)) to give the title compound as an oil (73 mg).

後処理

  1. waitAfter 10 minutes at −70° C.
  2. customthe reaction was quenched by addition of EtOH (0.2 mL)
  3. additionThe mixture was diluted with EtOAc
  4. washwashed with water
  5. dry with materialdried over sodium sulfate
  6. filtrationfiltered
  7. customevaporated

出典と根拠

ORDレコード
ord-bf5ae6df6dc4478a9644c908acea6543
出典データセット
uspto-grants-2005_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06903215B2

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート