Benzylamine → HCID 20353220、化合物

HRID 372092

反応式

HRID 372092 の反応式
[CH2:1]([NH2:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH:9]1[C:22]2[C:13](=[CH:14][C:15]3[C:20]([C:21]=2[C:23](Cl)=[O:24])=[CH:19][CH:18]=[CH:17][CH:16]=3)[CH:12]=[CH:11][CH:10]=1.[O:26]1CCCC1>>[C:1]([NH:8][C:23]([C:21]1[C:22]2[C:13]([CH:14]=[C:15]3[C:20]=1[CH:19]=[CH:18][CH:17]=[CH:16]3)=[CH:12][CH:11]=[CH:10][CH:9]=2)=[O:24])(=[O:26])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

4

反応物 3

HCID 7504BenzylamineHCID 8028Tetrahydrofuran2 回HCID 167528Anthracene-9-carbonyl chloride

生成物 1

HCID 20353220HCID 20353220、化合物

実験手順

To a mixture of 30 ml of benzylamine and 60 ml of tetrahydrofuran is added dropwise with cooling, a solution of 9.86 g of 9-anthroyl chloride in 30 ml of tetrahydrofuran. After stirring at room temperature overnight, the mixture is concentrated, and the residue is dissolved in methylene chloride. The solution is washed with dilute acid and dilute base, dried, and concentrated to give 12.45 g of crude N-benzoyl-9-anthramide. The product is added to a slurry of 2.50 g of sodium hydride (50% in oil, previously washed with hexane) in 80 ml of tetrahydrofuran and the mixture is heated to reflux for 30 min and cooled. Propargyl bromide (6.0 g) in 10 ml of tetrahydrofuran is added, and the reaction mixture is heated under reflux for 2 hours. Water and methylene chloride are added; the layers are separated, and the dried organic layer is concentrated. The residue (crude N-benzyl-N-propargyl-9-anthramide) is heated under reflux with 100 ml of p-xylene for 2.5 hr. On cooling, 9.81 g of 2-benzyl-3,5-dihydro-5,9b-o-benzenobenz [e]isoindol-1-(2H)-one precipitates.

後処理

  1. additionis added dropwise
  2. temperaturewith cooling
  3. concentrationthe mixture is concentrated
  4. dissolutionthe residue is dissolved in methylene chloride
  5. washThe solution is washed
  6. additionwith dilute acid
  7. additiondilute base
  8. customdried
  9. concentrationconcentrated

出典と根拠

ORDレコード
ord-e93bc74008074d3faa8312f00ac6bc9d
出典データセット
uspto-grants-1978_05
特許番号
US04088772

関連ノート

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