Bromine → N-(8-Bromobenzo[1,4]dioxan-5-yl)-acetamide

HRID 501526

반응식

HRID 501526 반응식
[O:1]1[C:6]2[CH:7]=[CH:8][CH:9]=[C:10]([NH:11][C:12](=[O:14])[CH3:13])[C:5]=2[O:4][CH2:3][CH2:2]1.[Br:15]Br>C(Cl)(Cl)Cl>[Br:15][C:7]1[C:6]2[O:1][CH2:2][CH2:3][O:4][C:5]=2[C:10]([NH:11][C:12](=[O:14])[CH3:13])=[CH:9][CH:8]=1

참가 물질

4

반응물 2

HCID 24408BromineHCID 658593N-(2,3-dihydro-1,4-benzodioxin-5-yl)acetamide

생성물 1

HCID 23269228N-(8-Bromobenzo[1,4]dioxan-5-yl)-acetamide수율 86.8%

시약·촉매·용매 1

HCID 6212Chloroform용매2회

반응 조건

온도
0 °C

실험 절차

To a solution of compound 8C (0.80 g, 4.15 mmol) in chloroform (2.4 mL) cooled to −20° C. was slowly added a solution of bromine (0.22 mL, 4.35 mmol) in chloroform (1 mL) so that the reaction temperature was maintained below −10° C. The reaction was stirred at 0° C. for 5 min, and then quenched immediately with water. The mixture was extracted with CH2Cl2 (3×), the combined extracts washed with saturated NaHCO3, brine, dried (Na2SO4), filtered and concentrated under reduced pressure. The residue was chromatographed (silica gel) eluting with CH2Cl2 to afford the title compound (0.98 g).

후처리

  1. temperaturewas maintained below −10° C
  2. customquenched immediately with water
  3. extractionThe mixture was extracted with CH2Cl2 (3×)
  4. washthe combined extracts washed with saturated NaHCO3, brine
  5. dry with materialdried (Na2SO4)
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure
  8. customThe residue was chromatographed (silica gel)
  9. washeluting with CH2Cl2

출처 및 근거

ORD 기록
ord-262bfdea254240d9846700da3933baf1
출처 데이터셋
uspto-grants-2010_08
특허 번호
US07772267B2

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