Sodium Hydroxide → 2-Fluoro-3-methoxybenzyl alcohol

HRID 424691ノート

反応式

HRID 424691 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].[F:7][C:8]1[C:16]([O:17][CH3:18])=[CH:15][CH:14]=[CH:13][C:9]=1[C:10](O)=[O:11].[OH-].[Na+]>CCOCC>[F:7][C:8]1[C:16]([O:17][CH3:18])=[CH:15][CH:14]=[CH:13][C:9]=1[CH2:10][OH:11]

参加物

5

反応物 3

HCID 14798Sodium HydroxideHCID 33906792-Fluoro-3-methoxybenzoic acidHCID 21226445Aluminium lithium hydride

生成物 1

HCID 5935892-Fluoro-3-methoxybenzyl alcohol

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

Lithium aluminium hydride (83.5 ml, 1M solution in THF) was added dropwise to a suspension of the subtitle product of step i) (7.1 g) in Et2O (180 ml) at a rate that maintained gentle reflux. Upon complete addition the reaction was stirred for 1.5 h. 15% sodium hydroxide solution was added dropwise until no effervescence was observed. The resulting white precipitate was filtered and the filtrate diluted with H2O (100 ml). The organics were removed in vacuo and the residue extracted with Et2O (100 ml). The organics were washed with 2M sodium hydroxide solution (150 ml), H2O (150 ml), brine (150 ml), dried (MgSO4) and concentrated in vacuo to afford the subtitle compound as a white crystalline solid. Yield: 5.5 g.

後処理

  1. temperaturemaintained gentle reflux
  2. additionUpon complete addition the reaction
  3. filtrationThe resulting white precipitate was filtered
  4. additionthe filtrate diluted with H2O (100 ml)
  5. customThe organics were removed in vacuo
  6. extractionthe residue extracted with Et2O (100 ml)
  7. washThe organics were washed with 2M sodium hydroxide solution (150 ml), H2O (150 ml), brine (150 ml)
  8. dry with materialdried (MgSO4)
  9. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-af22fdd2c23544c9b7480ea30da49403
出典データセット
uspto-grants-2012_01
特許番号
US08106063B2

反応ノート

読み込み中…