Nitrogen → HCID 12670251、化合物

HRID 61316

反応式

HRID 61316 の反応式
[Br:1][CH:2]1[C:5]2=[CH:6][CH:7]=[CH:8][CH:9]=[C:4]2[CH2:3]1.N#N.[Br:12]N1C(=O)CCC1=O.CC(N=NC(C#N)(C)C)(C#N)C>ClC1C=CC=CC=1>[Br:1][C:2]1([Br:12])[C:5]2=[CH:6][CH:7]=[CH:8][CH:9]=[C:4]2[CH2:3]1

参加物

6

反応物 4

HCID 947NitrogenHCID 6547AzobisisobutyronitrileHCID 67184N-bromobutanimideHCID 5685917-Bromobicyclo[4.2.0]octa-1,3,5-triene

生成物 1

HCID 12670251HCID 12670251、化合物収率 93%

試薬・触媒・溶媒 1

HCID 7964Chlorobenzene溶媒2 回

反応条件

温度
120 °C

実験手順

Bromobenzocyclobutene (91.5 g, 0.5 mol) and chlorobenzene(anhydrous, 2500 mL) were charged into a four-neck 5 L flask equipped with mechanical stir, condenser, N2 (in and outlet) and thermometer. The reaction mixture was heated to 120° C., and N-bromosuccinimide (111.3 g, 0.625 mol) was gradually charged over 30 min., followed by slowly feeding a mixture of a free radical azo compound source (VAZO™ 68) (14.0 g, 0.05 mol) and chlorobenzene (500 mL) over 30 min. Then the reaction mixture was heated to 133° C. (mild reflux) and kept at that temperature for 6 hr. The mixture was then cooled to room temperature overnight, and chlorobenzene was removed by vacuum evaporation. The crude product was extracted with hexane. After removal of hexane, 1-bromo-bromobenzocyclobutene (1-Br-BrBCB) (80-85° C/0.35 torr, 90 g, ca. 93% purity) was obtained by vacuum distillation.

後処理

  1. temperatureThen the reaction mixture was heated to 133° C.
  2. temperature(mild reflux)
  3. temperatureThe mixture was then cooled to room temperature overnight
  4. customchlorobenzene was removed by vacuum evaporation
  5. extractionThe crude product was extracted with hexane
  6. customAfter removal of hexane

出典と根拠

ORDレコード
ord-3899512d2f51492bb1b2c07fddff8478
出典データセット
uspto-grants-2016_09
特許番号
US09441055B1

関連ノート

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