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Sodium Hydroxide → 5-Bromo-2-methoxy-4-methylbenzoic acid

HRID 730626
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HRID 730626 반응식
[Br:1][C:2]1[C:3]([CH3:14])=[CH:4][C:5]([O:12][CH3:13])=[C:6]([CH:11]=1)[C:7]([O:9]C)=[O:8].[OH-].[Na+]>CCO.O>[Br:1][C:2]1[C:3]([CH3:14])=[CH:4][C:5]([O:12][CH3:13])=[C:6]([CH:11]=1)[C:7]([OH:9])=[O:8]
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참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 21043961Methyl 5-bromo-2-methoxy-4-methylbenzoate

생성물 1

HCID 186873935-Bromo-2-methoxy-4-methylbenzoic acid수율 82%

시약·촉매·용매 1

HCID 19096565Water ethanol용매

실험 절차

Methyl 5-bromo-2-methoxy-4-methylbenzoate (11.64 g, 0.045 mol) was dissolved in a mixture of EtOH:H2O (1:1 ratio, 150 mL), NaOH (5.8 g, 0.145 mol) was added and reaction mixture was refluxed for 30 min. The EtOH solvent was removed from the mixture by distillation which leads to precipitation of the desired product as its sodium salt. The residue was diluted with H2O (75 mL) and the pH was adjusted to ˜2 with concentrated HCl. The precipitate was collected by filtration, washed with H2O (3×50 mL) and air dried to give pure 5-bromo-2-methoxy-4-methylbenzoic acid 12a (9 g, 82% yield) as a beige solid.

후처리

  1. additionwas added
  2. customreaction mixture
  3. temperaturewas refluxed for 30 min
  4. customThe EtOH solvent was removed from the mixture by distillation which
  5. customleads to precipitation of the desired product as its sodium salt
  6. additionThe residue was diluted with H2O (75 mL)
  7. filtrationThe precipitate was collected by filtration
  8. washwashed with H2O (3×50 mL) and air
  9. customdried

출처 및 근거

ORD 기록
ord-91ede3a32f1c487d88b729e501ab50b8
출처 데이터셋
uspto-grants-2009_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07582766B2

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