Lithium iodide → 2-Chloro-3-formyl-4-methylsulfonylbenzoic acid

HRID 1368813ノート

反応式

HRID 1368813 の反応式
[Cl:1][C:2]1[C:11]([CH:12]=[O:13])=[C:10]([S:14]([CH3:17])(=[O:16])=[O:15])[CH:9]=[CH:8][C:3]=1[C:4]([O:6]C)=[O:5].[I-].[Li+]>N1C=CC=CC=1>[Cl:1][C:2]1[C:11]([CH:12]=[O:13])=[C:10]([S:14]([CH3:17])(=[O:16])=[O:15])[CH:9]=[CH:8][C:3]=1[C:4]([OH:6])=[O:5]

参加物

4

反応物 2

HCID 66321Lithium iodideHCID 18517410Methyl 2-chloro-3-formyl-4-methylsulfonylbenzoate

生成物 1

HCID 185174222-Chloro-3-formyl-4-methylsulfonylbenzoic acid収率 85%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

At reflux temperature, a solution of 5.00 g (0.018 mol) of methyl 2-chloro-3-formyl-4-methylsulfonylbenzoate was added dropwise to a solution of 9.60 g (0.072 mol) of lithium iodide and 70 ml of dry pyridine. After stirring under reflux for 2 hours, the reaction mixture was cooled and the solvent was removed under reduced pressure. The residue was then taken up in water and adjusted to pH 1-2 with dilute hydrochloric acid. The aqueous phase was extracted with ethyl acetate and the combined organic phases were washed with water until neutral, dried and concentrated. 4.00 g of 2-chloro-3-formyl-4-methylsulfonylbenzoic acid (85% yield) were obtained.

後処理

  1. temperatureAt reflux temperature
  2. temperatureunder reflux for 2 hours
  3. temperaturethe reaction mixture was cooled
  4. customthe solvent was removed under reduced pressure
  5. extractionThe aqueous phase was extracted with ethyl acetate
  6. washthe combined organic phases were washed with water until neutral,
  7. customdried
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-9d6d483bc0674239a443633d4411df70
出典データセット
uspto-grants-2003_06
特許番号
US06576596B1

反応ノート

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