Sulfuric Acid → 2-Fluoro-5-sulfinobenzoic acid

HRID 1931002노트

반응식

HRID 1931002 반응식
Cl[S:2]([C:5]1[CH:6]=[CH:7][C:8]([F:14])=[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>[F:14][C:8]1[CH:7]=[CH:6][C:5]([S:2]([OH:4])=[O:3])=[CH:13][C:9]=1[C:10]([OH:12])=[O:11]

참가 물질

6

반응물 4

HCID 1118Sulfuric AcidHCID 14798Sodium HydroxideHCID 24437Sodium SulfiteHCID 6089842-Fluoro-5-chlorosulfonylbenzoic acid

생성물 1

HCID 577535332-Fluoro-5-sulfinobenzoic acid수율 72%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

264 mmol 5-Chlorosulfonyl-2-fluoro-benzoic acid (CAS: 37098-75-2) was added portionwise onto a solution of 1.98 mol sodium sulfite in 1 L 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. Water was evaporated and 600 ml methanol was added. The mixture was stirred overnight and filtrated. The filtrate was evaporated and dried to yield the title compound as a white solid (72%). MS (m/e): 203.0 ([M−H, 100%)

후처리

  1. temperatureAfter such time the reaction mixture was cooled down with an ice bath
  2. customWater was evaporated
  3. addition600 ml methanol was added
  4. stirringThe mixture was stirred overnight
  5. filtrationfiltrated
  6. customThe filtrate was evaporated
  7. customdried

출처 및 근거

ORD 기록
ord-70fe8cdb375343009480609cb3434057
출처 데이터셋
uspto-grants-2012_05
특허 번호
US08188139B2

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