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

HRID 751046

反応式

HRID 751046 の反応式
[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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒2 回

反応条件

温度
0 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-a0270390e7904d468a99460862bd2505
出典データセット
uspto-grants-2008_07
特許番号
US07405234B2

関連ノート

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