Aluminium lithium hydride → 2-(4-Aminomethyl-3-fluoro-phenyl)-propan-2-ol

HRID 984801ノート

反応式

HRID 984801 の反応式
[F:1][C:2]1[CH:9]=[C:8]([C:10]([OH:13])([CH3:12])[CH3:11])[CH:7]=[CH:6][C:3]=1[C:4]#[N:5].[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[NH2:5][CH2:4][C:3]1[CH:6]=[CH:7][C:8]([C:10]([OH:13])([CH3:11])[CH3:12])=[CH:9][C:2]=1[F:1]

参加物

4

反応物 2

HCID 21226445Aluminium lithium hydrideHCID 224816262-Fluoro-4-(2-hydroxypropan-2-yl)benzonitrile

生成物 1

HCID 224816482-(4-Aminomethyl-3-fluoro-phenyl)-propan-2-ol収率 79.4%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a stirred solution of 1.95 g (0.011 mol) 2-fluoro-4-(1-hydroxy-1-methyl-ethyl)-benzonitrile in 30 mL anhydrous THF at 0° C. was added dropwise 34 mL (0.034 mol) 1.0M LiAlH4. The mixture was warmed to room temperature then heated to reflux for 30 minutes. The mixture was then cooled to 0° C. and quenched with 20 mL MeOH added dropwise. Next, it was diluted with 700 mL CHCl3 and washed with 100 mL water. The resulting suspension was filtered through Celite and the organic layer dried over MgSO4 and concentrated to give 1.6 g of an amber oil.

後処理

  1. temperaturethen heated
  2. temperatureto reflux for 30 minutes
  3. temperatureThe mixture was then cooled to 0° C.
  4. customquenched with 20 mL MeOH
  5. additionadded dropwise
  6. additionNext, it was diluted with 700 mL CHCl3
  7. washwashed with 100 mL water
  8. filtrationThe resulting suspension was filtered through Celite
  9. dry with materialthe organic layer dried over MgSO4
  10. concentrationconcentrated

出典と根拠

ORDレコード
ord-f14f133364ed4de89062df99598d69be
出典データセット
uspto-grants-2005_03
特許番号
US06869945B2

反応ノート

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