Sulfuric Acid → Benzoic acid, 5-sulfino-2-(trifluoromethoxy)-

HRID 1820723ノート

反応式

HRID 1820723 の反応式
Cl[S:2]([C:5]1[CH:6]=[CH:7][C:8]([O:14][C:15]([F:18])([F:17])[F:16])=[C:9]([CH:13]=1)[C:10]([OH:12])=[O:11])(=[O:4])=[O:3].S([O-])([O-])=O.[Na+].[Na+].[OH-].[Na+].OS(O)(=O)=O>O>[S:2]([C:5]1[CH:6]=[CH:7][C:8]([O:14][C:15]([F:16])([F:17])[F:18])=[C:9]([CH:13]=1)[C:10]([OH:12])=[O:11])([OH:4])=[O:3]

参加物

6

反応物 4

HCID 1118Sulfuric AcidHCID 14798Sodium HydroxideHCID 24437Sodium SulfiteHCID 866007055-(Chlorosulfonyl)-2-(trifluoromethoxy)benzoic acid2 回

生成物 1

HCID 69037717Benzoic acid, 5-sulfino-2-(trifluoromethoxy)-収率 99.2%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

5-chlorosulfonyl-2-trifluoromethoxy-benzoic acid (1.0 g, compound 2.9.a) was added portionwise onto a solution of sodium sulfite (3.1 g) in 16 mL of water. The reaction mixture was kept under basic conditions by the addition of the proper amount of 20% NaOH and was stirred at room temperature for 45 minutes. After such time the reaction mixture was cooled down with an ice bath and was then acidified by the addition of 20% H2SO4 solution until reaching pH 2. The solution was then extracted several times with diethyl ether and ethyl acetate. The combined organic phases were dried (sodium sulfate) and concentrated in vacuo to yield the title compound as a white solid (0.88 g).

後処理

  1. temperatureAfter such time the reaction mixture was cooled down with an ice bath
  2. extractionThe solution was then extracted several times with diethyl ether and ethyl acetate
  3. dry with materialThe combined organic phases were dried (sodium sulfate)
  4. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-853ace481e8847d4823cc5fb22d16bfb
出典データセット
uspto-grants-2009_10
特許番号
US07605163B2

反応ノート

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