Benzyl Bromide → HCID 178517596、化合物

HRID 625950ノート

反応式

HRID 625950 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([OH:9])[C:5]([OH:8])=[N:6][CH:7]=1.[OH-].[Na+].[CH2:12](Br)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>CO>[CH2:12]([O:9][C:4]1[C:5]([OH:8])=[N:6][CH:7]=[C:2]([Br:1])[CH:3]=1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

参加物

5

反応物 3

HCID 7498Benzyl BromideHCID 14798Sodium HydroxideHCID 178515448HCID 178515448、化合物

生成物 1

HCID 178517596HCID 178517596、化合物収率 66.2%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒2 回

実験手順

To a solution of 10.68 g (56.2 mmol) 5-bromopyridine-2,3-diol in 290 mL MeOH was added 1(N) aqueous NaOH solution (56.2 mL). A solution of benzyl bromide (5.07 mL, 42.6 mmol) in MeOH (20 mL) was added dropwise to this mixture. After stirring at room temperature for 6 h, the reaction mixture was partitioned between water and EtOAc. Layers were separated and the aqueous phase was extracted with EtOAc (3×). Combined organic solutions were washed with brine (1×), dried over Na2SO4 and concentrated in vacuo. The resulting solid was recrystallized from MeOH-EtOAc to give 3-(benzyloxy)-5-bromopyridin-2-ol as a white solid (7.9 g, 50%).

後処理

  1. customthe reaction mixture was partitioned between water and EtOAc
  2. customLayers were separated
  3. extractionthe aqueous phase was extracted with EtOAc (3×)
  4. washCombined organic solutions were washed with brine (1×)
  5. dry with materialdried over Na2SO4
  6. concentrationconcentrated in vacuo
  7. customThe resulting solid was recrystallized from MeOH-EtOAc

出典と根拠

ORDレコード
ord-7adccfbf99b24cc49de61d71bece7277
出典データセット
uspto-grants-2016_04
特許番号
US09309199B2

反応ノート

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