Iodine → 3-Bromo-6-phenylperhydroazepin-2-one

HRID 569753ノート

反応式

HRID 569753 の反応式
P(Cl)(Cl)(Cl)(Cl)Cl.[C:7]1([CH:13]2[CH2:19][NH:18][C:17](=[O:20])[CH2:16][CH2:15][CH2:14]2)[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.II.[Br:23]Br>C(Cl)Cl>[Br:23][CH:16]1[CH2:15][CH2:14][CH:13]([C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH2:19][NH:18][C:17]1=[O:20]

参加物

6

反応物 4

HCID 807IodineHCID 24408BromineHCID 24819Phosphorus pentachlorideHCID 127649286-Phenylazepan-2-one

生成物 1

HCID 140034303-Bromo-6-phenylperhydroazepin-2-one

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

4.4 g of phosphorus pentachloride were added slowly to 60 ml of methylene chloride containing 4.0 g of 6-phenylperhydroazepin-2-one [prepared as described in step (d) above], under a stream of nitrogen, keeping the temperature of the reaction solution at 0° to 5° C. After this addition, the reaction mixture was stirred for 20 minutes, and then 40 mg of iodine, followed by 21.1 ml of a 1M methylene chloride solution of bromine, were dropped into it at 0°-5° C. When this addition was complete, the reaction mixture was stirred for 1 hour. The volume of reaction mixture was reduced by half by evaporation under reduced pressure, to separate the title compound as crystals. After the addition of water, the separated crystals were collected by filtration and washed with ethyl acetate, to give 1.8 g of an isomer of the title compound, melting at 218°-219.5° C.

後処理

  1. customat 0° to 5° C
  2. additionAfter this addition
  3. additionwere dropped into it at 0°-5° C
  4. additionWhen this addition
  5. stirringthe reaction mixture was stirred for 1 hour
  6. customThe volume of reaction mixture
  7. customwas reduced by half by evaporation under reduced pressure
  8. customto separate the title compound as crystals
  9. additionAfter the addition of water
  10. filtrationthe separated crystals were collected by filtration
  11. washwashed with ethyl acetate

出典と根拠

ORDレコード
ord-f9c91c83637f4b189c90794775b93e07
出典データセット
uspto-grants-1988_03
特許番号
US04734410

反応ノート

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