Hydrogen Peroxide → 2,2-Difluoro-7-methyl-1,3-benzodioxol-4-ol

HRID 2278329ノート

反応式

HRID 2278329 の反応式
[F:1][C:2]1([F:15])[O:6][C:5]2[C:7]([CH3:14])=[CH:8][CH:9]=[C:10](B(O)O)[C:4]=2[O:3]1.[OH:16]O.[OH-].[Na+]>C1COCC1>[F:1][C:2]1([F:15])[O:6][C:5]2[C:7]([CH3:14])=[CH:8][CH:9]=[C:10]([OH:16])[C:4]=2[O:3]1

参加物

5

反応物 3

HCID 784Hydrogen PeroxideHCID 14798Sodium HydroxideHCID 86698459(2,2-Difluoro-7-methyl-1,3-benzodioxol-4-yl)boronic acid2 回

生成物 1

HCID 679596912,2-Difluoro-7-methyl-1,3-benzodioxol-4-ol収率 58.1%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

(2,2-difluoro-7-methyl-1,3-benzodioxol-4-yl)boronic acid (Intermediate 36, 150 mg, 1.28 mmol) was dissolved in THF (1.5 mL) and a 30% w/w aqueous solution of H2O2 (2.56 mmol) and NaOH (51 mg, 1.28 mmol) were added and the reaction mixture stirred for 2 days at room temperature. The reaction was quenched with a 2N aqueous solution of HCl and diluted with ethyl acetate. Two phases were separated and the organic layer was washed twice with brine, dried over Na2SO4 and evaporated to dryness, affording the title compound (140 mg) as yellow oil.

後処理

  1. customThe reaction was quenched with a 2N aqueous solution of HCl
  2. additiondiluted with ethyl acetate
  3. customTwo phases were separated
  4. washthe organic layer was washed twice with brine
  5. dry with materialdried over Na2SO4
  6. customevaporated to dryness

出典と根拠

ORDレコード
ord-5b1be2dc7d7542fe94fcf06b5bb079aa
出典データセット
uspto-grants-2015_09
特許番号
US09133175B2

反応ノート

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