Lithium Hydroxide → 4-Bromo-3-(butyloxy)benzoic acid

HRID 1662335ノート

反応式

HRID 1662335 の反応式
[Br:1][C:2]1[CH:14]=[CH:13][C:5]([C:6]([O:8]CCCC)=[O:7])=[CH:4][C:3]=1[O:15][CH2:16][CH2:17][CH2:18][CH3:19].[OH-].[Li+]>C1COCC1.CO>[Br:1][C:2]1[CH:14]=[CH:13][C:5]([C:6]([OH:8])=[O:7])=[CH:4][C:3]=1[O:15][CH2:16][CH2:17][CH2:18][CH3:19]

参加物

4

反応物 2

HCID 3939Lithium HydroxideHCID 57467609Butyl 4-bromo-3-(butyloxy)benzoate

生成物 1

HCID 577062304-Bromo-3-(butyloxy)benzoic acid収率 92.2%

試薬・触媒・溶媒 1

HCID 21899815MeOH tetrahydrofuran溶媒

反応条件

温度
23 °C

実験手順

To a solution of 5.1 (0.90 g, 2.7 mmol) in THF/MeOH (2/1) (18 mL), was added lithium hydroxide (6.0 mL, 6.0 mmol). The resulting mixture was stirred overnight at 23° C. and then quenched with excess 1N HCl. The mixture was then extracted with EtOAc. The combined organic layers were dried over Na2SO4 and concentrated. The crude residue was purified by combiflash (0 to 40% EtOAc/hexanes) to afford a 20.1 (0.68 g, 91% yield).

後処理

  1. customquenched with excess 1N HCl
  2. extractionThe mixture was then extracted with EtOAc
  3. dry with materialThe combined organic layers were dried over Na2SO4
  4. concentrationconcentrated
  5. customThe crude residue was purified by combiflash (0 to 40% EtOAc/hexanes)

出典と根拠

ORDレコード
ord-62afdeecd4c1410f8709478fd2dffb27
出典データセット
uspto-grants-2011_10
特許番号
US08030354B2

反応ノート

読み込み中…