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

HRID 748883ノート

反応式

HRID 748883 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

HCID 459336283-Fluoro-4-(methylsulphonyl)benzeneboronic acid収率 42.2%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-88cf3d67274c4d4d9412231e8da86a7c
出典データセット
uspto-grants-2008_07
特許番号
US07399867B2

反応ノート

読み込み中…