Sodium Bicarbonate → 5-Bromo-2-fluoro-6-methyl-benzofuran

HRID 874671노트

반응식

HRID 874671 반응식
[Br:1][C:2]1[C:3]([CH3:14])=[CH:4][C:5]2[O:9][C:8](C(O)=O)=[CH:7][C:6]=2[CH:13]=1.[B-](F)(F)(F)[F:16].[B-](F)(F)(F)F.C1[N+]2(CCl)CC[N+](F)(CC2)C1.C(=O)(O)[O-].[Na+]>O.CC(=O)OCC>[Br:1][C:2]1[C:3]([CH3:14])=[CH:4][C:5]2[O:9][C:8]([F:16])=[CH:7][C:6]=2[CH:13]=1

참가 물질

6

반응물 3

HCID 516892Sodium BicarbonateHCID 2724933Selectfluor2회HCID 671269275-Bromo-6-methylbenzofuran-2-carboxylic acid

생성물 1

HCID 584873945-Bromo-2-fluoro-6-methyl-benzofuran수율 36.1%

시약·촉매·용매 2

HCID 962Water용매HCID 8857Ethyl Acetate용매2회

실험 절차

A mixture of 5-bromo-6-methyl-benzofuran-2-carboxylic acid (229, 243 mg, 0.95 mmol), Selectfluor (481 mg, 1.36 mmol) and sodium bicarbonate (228 mg, 2.72 mmol) in 3 ml water and 3 ml EA was stirred vigorously at r.t. for 60 h before addition of another 240 mg of Selectfluor. After further 20 h the reaction mixture was diluted with EA, washed twice with 1N NaOH. Org phase was washed with brine, dried over sodium sulfate, concentrated to dryness to give 78.5 mg of title compound as light brown wax (yield: 36.1%, purity>95%).

후처리

  1. washwashed twice with 1N NaOH
  2. washOrg phase was washed with brine
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated to dryness

출처 및 근거

ORD 기록
ord-80082744764f4dd183d3ef152e95bdb5
출처 데이터셋
uspto-grants-2015_03
특허 번호
US08980629B2

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