Iodine → HCID 13338730、化合物

HRID 485668ノート

反応式

HRID 485668 の反応式
[NH:1]1[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][C:2]1=[O:14].P(Cl)(Cl)(Cl)(Cl)Cl.II.[Br:23]Br>C(Cl)(Cl)Cl>[Br:23][CH:3]1[CH2:4][CH2:5][CH2:6][CH2:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[NH:1][C:2]1=[O:14]

参加物

6

反応物 4

HCID 807IodineHCID 24408BromineHCID 24819Phosphorus pentachlorideHCID 13338729HCID 13338729、化合物

生成物 1

HCID 13338730HCID 13338730、化合物

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

To a solution of 1,3,4,5,6,7-hexahydro-1-benzazonin-2-one (4.7 g) in chloroform (75 ml), phosphorus pentachloride (5.9 g) is added in portions, while maintaining the temperature at 0°-5°. When addition is complete, iodine (60 mg) is added, followed by bromine (4.5 g), which is added dropwise over five minutes. The mixture is then refluxed for 4 hours. The chloroform solution is evaporated and the residue partitioned between ice/water (60 ml) and dichloromethane (100 ml). The organic phase is dried over magnesium sulfate and evaporated under reduced pressure. The crude residue is purified by chromatography on silica gel, eluting with ether/hexane mixtures. Concentration of the appropriate fractions yields 3-bromo-1,3,4,5,6,7-hexahydro-1-benzazonin-2-one.

後処理

  1. temperaturewhile maintaining the temperature at 0°-5°
  2. additionWhen addition
  3. additionis added dropwise over five minutes
  4. temperatureThe mixture is then refluxed for 4 hours
  5. customThe chloroform solution is evaporated
  6. customthe residue partitioned between ice/water (60 ml) and dichloromethane (100 ml)
  7. dry with materialThe organic phase is dried over magnesium sulfate
  8. customevaporated under reduced pressure
  9. customThe crude residue is purified by chromatography on silica gel
  10. washeluting with ether/hexane mixtures

出典と根拠

ORDレコード
ord-d13b477ee9014589aa7f10d0efd43823
出典データセット
uspto-grants-1985_08
特許番号
US04537885

反応ノート

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