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Aluminium lithium hydride → (6-(2,2,2-Trifluoroethoxy)pyridin-2-yl)methanol

HRID 623429
ノート
印刷プレビュー

反応式

HRID 623429 の反応式
[F:1][C:2]([F:16])([F:15])[CH2:3][O:4][C:5]1[N:10]=[C:9]([C:11](OC)=[O:12])[CH:8]=[CH:7][CH:6]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>O1CCCC1>[F:16][C:2]([F:1])([F:15])[CH2:3][O:4][C:5]1[N:10]=[C:9]([CH2:11][OH:12])[CH:8]=[CH:7][CH:6]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 21226445Aluminium lithium hydrideHCID 67510684Methyl 6-(2,2,2-trifluoroethoxy)picolinate

生成物 1

HCID 62240732(6-(2,2,2-Trifluoroethoxy)pyridin-2-yl)methanol収率 92%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a stirred solution of methyl 6-(2,2,2-trifluoroethoxy)picolinate (0.40 g, 1.69 mmol, Step-2) in tetrahydrofuran (17 mL) is added slowly lithium aluminum hydride (0.096 g, 2.53 mmol) at 0° C. The resulting mixture is stirred at room temperature for 1 hour. The reaction mixture is carefully quenched with 25% aqueous ammonia solution at 0° C. Then the mixture is diluted with dichloromethane (50 mL) and celite is added to the mixture. After stirring at room temperature for 1 hour, the mixture is filtrated through a pad of celite, and the filtrate is concentrated in vacuo to give 0.32 g (92% yield) of the title compound as a white solid. This material is used for the next reaction (Step-4) without further purification.

後処理

  1. customThe reaction mixture is carefully quenched with 25% aqueous ammonia solution at 0° C
  2. additionThen the mixture is diluted with dichloromethane (50 mL) and celite
  3. additionis added to the mixture
  4. stirringAfter stirring at room temperature for 1 hour
  5. filtrationthe mixture is filtrated through a pad of celite
  6. concentrationthe filtrate is concentrated in vacuo

出典と根拠

ORDレコード
ord-2215d938ee67456a80e1f08caf6821fa
出典データセット
uspto-grants-2016_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09302991B2

反応ノート

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