Hydrochloric Acid → 8-Chloro-2,3,4,5-tetrahydrobenzo[b][1,4]oxazepine

HRID 220813ノート

反応式

HRID 220813 の反応式
[Cl:1][C:2]1[CH:20]=[CH:19][C:5]2[N:6](C(C3C=CC=CC=3)=O)[CH2:7][CH2:8][CH2:9][O:10][C:4]=2[CH:3]=1.Cl>O1CCOCC1>[Cl:1][C:2]1[CH:20]=[CH:19][C:5]2[NH:6][CH2:7][CH2:8][CH2:9][O:10][C:4]=2[CH:3]=1

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 57555329(3-Chloro-7,8-dihydro-6H-5-oxa-9-aza-benzocyclohepten-9-yl)-phenyl-methanone

生成物 1

HCID 575553108-Chloro-2,3,4,5-tetrahydrobenzo[b][1,4]oxazepine収率 47%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

(3-Chloro-7,8-dihydro-6H-5-oxa-9-aza-benzocyclohepten-9-yl)-phenyl-methanone from Example E25.2 (783 mg, 2.7 mmol) was dissolved in dioxan (10 ml) and 6M HCl aqueous solution (50 ml) was added. The mixture was heated at reflux for 20 h then concentrated in vacuo and azeotroped with toluene. The residue was dissolved in diethyl ether and water, basified with NaHCO3 and the layers were partitioned. The organic layer was washed with brine, dried and concentrated in vacuo to yield the title compound (280 mg, 47%).

後処理

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 20 h
  3. concentrationthen concentrated in vacuo
  4. customazeotroped with toluene
  5. dissolutionThe residue was dissolved in diethyl ether
  6. customthe layers were partitioned
  7. washThe organic layer was washed with brine
  8. customdried
  9. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-e13aa5bebcd242078da81bccf431b438
出典データセット
uspto-grants-2012_06
特許番号
US08202858B2

反応ノート

読み込み中…