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

HRID 730626
ノート
印刷プレビュー

反応式

HRID 730626 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

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

生成物 1

HCID 186873935-Bromo-2-methoxy-4-methylbenzoic acid収率 82%

試薬・触媒・溶媒 1

HCID 19096565Water ethanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-91ede3a32f1c487d88b729e501ab50b8
出典データセット
uspto-grants-2009_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07582766B2

反応ノート

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