Ethyl Acetate → (2E)-3-(4-Bromo-2-furanyl)-2-propenoyl azide

HRID 920939ノート

反応式

HRID 920939 の反応式
[Br:1][C:2]1[CH:3]=[C:4](/[CH:7]=[CH:8]/[C:9](Cl)=[O:10])[O:5][CH:6]=1.[N-:12]=[N+:13]=[N-:14].[Na+].C(OCC)(=O)C>O1CCOCC1.O>[Br:1][C:2]1[CH:3]=[C:4](/[CH:7]=[CH:8]/[C:9]([N:12]=[N+:13]=[N-:14])=[O:10])[O:5][CH:6]=1

参加物

6

反応物 3

HCID 8857Ethyl AcetateHCID 33557Sodium AzideHCID 86683152HCID 86683152、化合物

生成物 1

HCID 86683153(2E)-3-(4-Bromo-2-furanyl)-2-propenoyl azide収率 97.3%

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 312751,4-Dioxane溶媒2 回

実験手順

A solution of (E)-3-(4-bromofuran-2-yl)acryloyl chloride (4.0 g, 16.99 mmol) in 10 mL of 1,4-dioxane was added to a solution of sodium azide (2.21 g, 34.0 mmol) in 10 mL of water and 10 mL of 1,4-dioxane. The reaction mixture was stirred for 2.5 h at room temperature. The reaction mixture was mixed with ethyl acetate and water. Phases were separated and the aqueous phase was extracted with ethyl acetate (twice). The combined organic phases were washed with brine, dried, filtrated and concentrated to give 4 g of the title compound (yield: 97%).

後処理

  1. customPhases were separated
  2. extractionthe aqueous phase was extracted with ethyl acetate (twice)
  3. washThe combined organic phases were washed with brine
  4. customdried
  5. filtrationfiltrated
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-464f6a266ca64114a5917d6c99ab1b04
出典データセット
uspto-grants-2016_03
特許番号
US09273068B2

反応ノート

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