Methyl iodide → 5-Methanesulfonyl-2-trifluoromethoxy-benzoic acid

HRID 2251179노트

반응식

HRID 2251179 반응식
[S:1]([C:4]1[CH:5]=[CH:6][C:7]([O:13][C:14]([F:17])([F:16])[F:15])=[C:8]([CH:12]=1)[C:9]([OH:11])=[O:10])([OH:3])=[O:2].[C:18](=O)([O-])[O-].[K+].[K+].CI>CN(C=O)C>[CH3:18][S:1]([C:4]1[CH:5]=[CH:6][C:7]([O:13][C:14]([F:15])([F:16])[F:17])=[C:8]([CH:12]=1)[C:9]([OH:11])=[O:10])(=[O:3])=[O:2]

참가 물질

5

반응물 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 69037717Benzoic acid, 5-sulfino-2-(trifluoromethoxy)-

생성물 1

HCID 690390475-Methanesulfonyl-2-trifluoromethoxy-benzoic acid

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To 5-Sulfino-2-trifluoromethoxy-benzoic acid (0.82 g) in DMF (5 mL) was added 1.3 g of potassium carbonate, and the reaction mixture was stirred for 5 minutes before methyl iodide (0.66 mL) was added. The reaction mixture was then stirred at room temperature for 60 hours. After such time the reaction mixture was concentrated in vacuo, and the residue was treated with 1N NaOH (10 mL) and THF (4 mL). The reaction mixture was stirred for a further 2 hours at room temperature. After such time the solution was acidified with concentrated HCl solution. THF was then removed in vacuo) and the precipitate was isolated by filtration and washed several times with water to yield the title compound. MS (m/e): 283.0 (M−H, 100%).

후처리

  1. additionwas added
  2. concentrationAfter such time the reaction mixture was concentrated in vacuo
  3. additionthe residue was treated with 1N NaOH (10 mL) and THF (4 mL)
  4. stirringThe reaction mixture was stirred for a further 2 hours at room temperature
  5. customTHF was then removed in vacuo) and the precipitate
  6. customwas isolated by filtration
  7. washwashed several times with water

출처 및 근거

ORD 기록
ord-2198b4e6d33d45cf9a4817f95f586439
출처 데이터셋
uspto-grants-2008_01
특허 번호
US07319099B2

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