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

HRID 377541ノート

反応式

HRID 377541 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

A solution of 5.00 g of methyl 2-chloro-3-formyl-4-methylsulfonylbenzoate was slowly added dropwise to a solution of 9.60 g (0.072 mol) of lithium iodide and 70 ml of dry pyridine at reflux temperature. After the reaction mixture had been stirred for 2 hours under reflux it was cooled, and the solvent was removed in vacuo. The residue was subsequently taken up in water and brought to pH 1-2 using dilute hydrochloric acid. After the aqueous phase had been extracted with ethyl acetate, the combined organic phases were washed to neutrality with water, dried and concentrated. This gave 4.00 g of 2-chloro-3-formyl-4-methylsulfonylbenzoic acid (85% yield).

後処理

  1. temperatureat reflux temperature
  2. temperatureunder reflux it
  3. temperaturewas cooled
  4. customthe solvent was removed in vacuo
  5. extractionAfter the aqueous phase had been extracted with ethyl acetate
  6. washthe combined organic phases were washed
  7. customdried
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-4c2c7034c7e24ac2bf89a24831363015
出典データセット
uspto-grants-2000_02
特許番号
US06028035

反応ノート

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