Hydrochloric Acid → 3-Fluoro-4-(methylsulphonyl)benzeneboronic acid

HRID 748883노트

반응식

HRID 748883 반응식
[F:1][C:2]1[CH:3]=[C:4]([B:12]2[O:16]C(C)(C)C(C)(C)[O:13]2)[CH:5]=[CH:6][C:7]=1[S:8]([CH3:11])(=[O:10])=[O:9].O1CCCC1.O.Cl>C(OCC)C>[F:1][C:2]1[CH:3]=[C:4]([B:12]([OH:16])[OH:13])[CH:5]=[CH:6][C:7]=1[S:8]([CH3:11])(=[O:10])=[O:9]

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 8028TetrahydrofuranHCID 593927762-(3-Fluoro-4-(methylsulfonyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

생성물 1

HCID 459336283-Fluoro-4-(methylsulphonyl)benzeneboronic acid수율 42.2%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

Combine 2-(3-fluoro-4-methanesulfonyl-phenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane (222 mg, 0.74 mmol), NaIO4 (474 mg, 2.2 mmol), tetrahydrofuran (THF, 4 mL) and water (1 mL). Stir for 2 hours and add 2M HCl in diethyl ether (0.2 mL). Stir another 12 hours and filter away the solid. Wash the filtrate with brine (10 mL), dry with MgSO4 and evaporate the solvent. Wash the solid with hexane (2×10 mL) and ether (10 mL). Dry the solid under vacuum to obtain 68 mg of the title compound (42%).

후처리

  1. stirringStir another 12 hours
  2. filtrationfilter away the solid
  3. washWash the filtrate with brine (10 mL)
  4. dry with materialdry with MgSO4
  5. customevaporate the solvent
  6. washWash the solid with hexane (2×10 mL) and ether (10 mL)
  7. customDry the solid under vacuum

출처 및 근거

ORD 기록
ord-88cf3d67274c4d4d9412231e8da86a7c
출처 데이터셋
uspto-grants-2008_07
특허 번호
US07399867B2

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