Water → 4-Bromo-2-chloro-6-methylbenzoic acid

HRID 2427488ノート

反応式

HRID 2427488 の反応式
[OH2:1].N(OS(=O)(=O)O)=O.[Br:9][C:10]1[CH:18]=C(C)[C:13]([C:14](N)=[O:15])=[C:12]([CH3:20])[CH:11]=1.Cl[CH2:22][Cl:23]>>[Br:9][C:10]1[CH:11]=[C:12]([CH3:20])[C:13]([C:14]([OH:1])=[O:15])=[C:22]([Cl:23])[CH:18]=1

参加物

5

反応物 4

HCID 962WaterHCID 6344DichloromethaneHCID 82157Nitrosylsulfuric acidHCID 544913594-Bromo-2,6-dimethylbenzamide

生成物 1

HCID 566042464-Bromo-2-chloro-6-methylbenzoic acid収率 88%

実験手順

Water (5 mL) was chilled in an ice bath and nitrososulfuric acid was added dropwise. A suspension of 4-Bromo-2,6-dimethyl-benzamide (1.30 g, 5.23 mmol) in dichloromethane (10 mL) was added. The organic phase was dried over magnesium sulfate and concentrated. It was taken up in ethyl acetate and extracted three times with saturated sodium bicarbonate. The combined aqueous extracts were acidified with 6M hydrochloric acid and extracted three times with ethyl acetate. The combined organic extracts were washed with brine, dried over magnesium sulfate, filtered and concentrated to provide the title compound as a colourless solid (1.14 g, 88%). 1H NMR CDCl3: δ 7.48 (s, 1H), 7.35 (s, 1H), 2.45 (s, 3H).

後処理

  1. additionwas added
  2. dry with materialThe organic phase was dried over magnesium sulfate
  3. concentrationconcentrated
  4. extractionextracted three times with saturated sodium bicarbonate
  5. extractionextracted three times with ethyl acetate
  6. washThe combined organic extracts were washed with brine
  7. dry with materialdried over magnesium sulfate
  8. filtrationfiltered
  9. concentrationconcentrated

出典と根拠

ORDレコード
ord-8f631b3611d042ac8502c89d54753320
出典データセット
uspto-grants-2011_06
特許番号
US07968570B2

反応ノート

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