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

HRID 920939노트

반응식

HRID 920939 반응식
[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

참가 물질

6

반응물 3

HCID 8857Ethyl AcetateHCID 33557Sodium AzideHCID 86683152HCID 86683152, 화합물

생성물 1

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

시약·촉매·용매 2

HCID 962Water용매2회HCID 312751,4-Dioxane용매2회

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-464f6a266ca64114a5917d6c99ab1b04
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09273068B2

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