Sodium hydride → HCID 58348375、化合物

HRID 2192309ノート

反応式

HRID 2192309 の反応式
[CH2:1]([O:3][C:4]([C:6]1([C:13]2[S:14][CH:15]=[CH:16][CH:17]=2)[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1)=[O:5])[CH3:2].[N:18]12CC[CH:21]([CH2:22][CH2:23]1)[C@@H:20](O)[CH2:19]2.[H-].[Na+]>C1(C)C=CC=CC=1>[N:18]12[CH2:23][CH2:22][CH:21]([CH2:20][CH2:19]1)[C@@H:1]([O:3][C:4]([C:6]1([C:13]3[S:14][CH:15]=[CH:16][CH:17]=3)[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1)=[O:5])[CH2:2]2

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 914043-Quinuclidinol, (-)-HCID 583483241-Thiophen-2-yl-cycloheptanecarboxylic acid ethyl ester

生成物 1

HCID 58348375HCID 58348375、化合物収率 86%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒2 回

実験手順

1-Thiophen-2-yl-cycloheptanecarboxylic acid ethyl ester (Example 5c) (2.5 g) and (R) -quinuclidin-3-ol (2.08 g) were dissolved in toluene (350 mL) and sodium hydride (0.1 g) added under nitrogen. The mixture was heated to reflux for 20 hours after which the toluene was carefully distilled off to leave ˜100 mL which was cooled and washed with water (100 mL), dried (MgSO4) and evaporated. The crude product was purified by column chromatography on silica eluting with ethyl acetate/triethylamine (99/1) to afford the sub-titled compound (2.84 g).

後処理

  1. temperatureThe mixture was heated
  2. distillationwas carefully distilled off
  3. customto leave ˜100 mL which
  4. temperaturewas cooled
  5. washwashed with water (100 mL)
  6. dry with materialdried (MgSO4)
  7. customevaporated
  8. customThe crude product was purified by column chromatography on silica eluting with ethyl acetate/triethylamine (99/1)

出典と根拠

ORDレコード
ord-fe6cd7a005eb407dada9857f460b8b7b
出典データセット
uspto-grants-2012_12
特許番号
US08329729B2

反応ノート

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