Water → HCID 15359283、化合物

HRID 1925521ノート

反応式

HRID 1925521 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH:7]12[CH2:16][CH:11]3[CH2:12][CH:13]([CH2:15][CH:9]([CH2:10]3)[CH:8]1[CH2:17][C:18](OC)=[O:19])[CH2:14]2.O.[OH-].[Na+]>O1CCCC1>[CH:7]12[CH2:16][CH:11]3[CH2:12][CH:13]([CH2:15][CH:9]([CH2:10]3)[CH:8]1[CH2:17][CH2:18][OH:19])[CH2:14]2

参加物

6

反応物 4

HCID 962Water2 回HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 54117306Methyl 2-adamantylacetate

生成物 1

HCID 15359283HCID 15359283、化合物収率 90%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a solution of lithium aluminium hydride (1.58 g, 41.63 mmol) in anhydrous tetrahydrofuran was slowly added a solution of Intermediate 72 (6.2 g, 29.76 mmol) in tetrahydrofuran (55 mL). The reaction mixture was stirred at room temperature overnight. Then water (12 mL), sodium hydroxide 4N (12 mL) and finally water again (36 mL) were added into the solution at 0° C. The mixture was stirred for some minutes and the resulting salts were filtered through a pad of Celite® washing with ethyl acetate (100 mL). The crude was treated with water and methylen chloride and the solvent of the organic layer was removed under reduced pressure to give the title compound as an oil (4.83 g, 90%), which was used in the next step without further purification.

後処理

  1. stirringThe mixture was stirred for some minutes
  2. filtrationthe resulting salts were filtered through a pad of Celite®
  3. washwashing with ethyl acetate (100 mL)
  4. additionThe crude was treated with water and methylen chloride
  5. customthe solvent of the organic layer was removed under reduced pressure

出典と根拠

ORDレコード
ord-f6ef2fa6d30e4b5592c314d2f8cb18a7
出典データセット
uspto-grants-2012_05
特許番号
US08178679B2

反応ノート

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