Hydrochloric Acid → Methyl 5-bromo-2-chloro-3-methoxybenzoate

HRID 2206701ノート

反応式

HRID 2206701 の反応式
N[C:2]1[C:11]([O:12][CH3:13])=[CH:10][C:9]([Br:14])=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5].[ClH:15].N([O-])=O.[Na+]>O>[Br:14][C:9]1[CH:10]=[C:11]([O:12][CH3:13])[C:2]([Cl:15])=[C:3]([CH:8]=1)[C:4]([O:6][CH3:7])=[O:5]

参加物

5

反応物 3

HCID 313Hydrochloric Acid2 回HCID 13894022Methyl 2-amino-5-bromo-3-methoxybenzoateHCID 23668193Sodium Nitrite

生成物 1

HCID 58801718Methyl 5-bromo-2-chloro-3-methoxybenzoate

試薬・触媒・溶媒 1

HCID 962Water溶媒3 回

実験手順

To a solution of compound 54 (27.0 g, 103 mmol) in H2O (70 mL) and conc.HCl (70 mL) was added dropwise a solution of NaNO2 (21.5 g, 311 mmol) in H2O (50 mL) at 0° C. After being stirred for 1 hour, a solution of Cu(I)Cl in conc.HCl (80 mL) was added to the reaction mixture dropwise at 0° C. The mixture was stirred at room temperature for 18 hours. To the mixture was added water (300 mL) and extracted with EtOAc (500 mL). The organic layer was dried over MgSO4, filtered, and concentrated in vacuo. The crude product 55 was dried under high vacuum and used without further purification (29.0 g, 100%) as a white solid.

後処理

  1. stirringThe mixture was stirred at room temperature for 18 hours
  2. extractionextracted with EtOAc (500 mL)
  3. dry with materialThe organic layer was dried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. dry with materialThe crude product 55 was dried under high vacuum
  7. customused without further purification (29.0 g, 100%) as a white solid

出典と根拠

ORDレコード
ord-e70198bd24c3412f95e35d01697edd03
出典データセット
uspto-grants-2016_06
特許番号
US09371303B2

反応ノート

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