Sodium Bicarbonate → 5-Bromo-2-fluoro-1-benzofuran

HRID 383978

반응식

HRID 383978 반응식
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8](C(O)=O)=[CH:7][C:6]=2[CH:13]=1.C(=O)(O)[O-].[Na+].[B-](F)(F)(F)[F:20].[B-](F)(F)(F)F.C1[N+]2(CCl)CC[N+](F)(CC2)C1>C(Cl)(Cl)(Cl)Cl.O.ClCCl.[OH-].[Na+]>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8]([F:20])=[CH:7][C:6]=2[CH:13]=1

참가 물질

8

반응물 3

HCID 516892Sodium BicarbonateHCID 7352475-Bromo-2-benzofurancarboxylic acidHCID 2724933Selectfluor

생성물 1

HCID 574391135-Bromo-2-fluoro-1-benzofuran

시약·촉매·용매 4

HCID 962Water용매HCID 5943Carbon Tetrachloride용매HCID 6344Dichloromethane용매HCID 14798Sodium Hydroxide용매

실험 절차

5-Bromobenzofuran-2-carboxylic acid (4.68 g) was suspended in carbon tetrachloride (150 ml) and water (50 ml). To this was added sodium bicarbonate (3.36 g), followed by Selectflor (7.1 g) and the reaction mixture was stirred rapidly for 20 hours. The reaction mixture was diluted with dichloromethane and 2N sodium hydroxide solution. The organic phase was separated, washed with brine and dried over anhydrous MgSO4. The solvent was evaporated under reduced pressure at room temperature. The residue was applied to a silica cartridge (20 g) and eluted with diethyl ether. This gave 5-bromo-2-fluoro-1-benzofuran (1.4 g).

후처리

  1. customThe organic phase was separated
  2. washwashed with brine
  3. dry with materialdried over anhydrous MgSO4
  4. customThe solvent was evaporated under reduced pressure at room temperature
  5. washeluted with diethyl ether

출처 및 근거

ORD 기록
ord-8f6c897831ea4099a94df7738e852e15
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08367673B2

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