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

HRID 1036144ノート

反応式

HRID 1036144 の反応式
[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

参加物

6

反応物 3

HCID 516892Sodium BicarbonateHCID 2724933Selectfluor2 回HCID 671269275-Bromo-6-methylbenzofuran-2-carboxylic acid

生成物 1

HCID 584873945-Bromo-2-fluoro-6-methyl-benzofuran収率 36.1%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 8857Ethyl Acetate溶媒2 回

実験手順

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%).

後処理

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

出典と根拠

ORDレコード
ord-139b72cc311f451ea6954381796336c5
出典データセット
uspto-grants-2013_10
特許番号
US08546403B2

反応ノート

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