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

HRID 1662335노트

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HRID 1662335 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

HCID 577062304-Bromo-3-(butyloxy)benzoic acid수율 92.2%

시약·촉매·용매 1

HCID 21899815MeOH tetrahydrofuran용매

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온도
23 °C

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-62afdeecd4c1410f8709478fd2dffb27
출처 데이터셋
uspto-grants-2011_10
특허 번호
US08030354B2

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