Water → 1-(4-Bromophenyl)-2-phenylethane-1,2-dione

HRID 1595947ノート

反応式

HRID 1595947 の反応式
Cl(O)(=O)(=O)=O.[OH2:6].O.O.O.[N+]([O-])([O-])=O.[Tl+3].[N+]([O-])([O-])=O.[N+]([O-])([O-])=O.[Br:23][C:24]1[CH:29]=[CH:28][C:27]([C:30]([CH2:32][C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)=[O:31])=[CH:26][CH:25]=1>C(Cl)Cl.COCCOC>[Br:23][C:24]1[CH:25]=[CH:26][C:27]([C:30]([C:32]([C:33]2[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=2)=[O:6])=[O:31])=[CH:28][CH:29]=1

参加物

7

反応物 4

HCID 962WaterHCID 24247Perchloric AcidHCID 5197381-(4-Bromophenyl)-2-phenylethanoneHCID 11270721Nitric acid,thallium(3+) salt, trihydrate (9CI)

生成物 1

HCID 2367011-(4-Bromophenyl)-2-phenylethane-1,2-dione

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 80711,2-Dimethoxyethane溶媒

実験手順

Perchloric acid (250 mL), water (250 mL), ethylene glycol dimethyl ether (glyme) (500 mL), thallium (III) nitrate trihydrate (222.0 g, 0.5 mol) and 4-bromodeoxybenzoin (68.75 g, 0.25 mol) are charged to a 2-liter round bottom 3-necked flask equipped with a reflux condenser and a mechanical stirrer. The reaction mixture is heated under nitrogen to reflux for 6 hours. After cooling to ambient temperature, methylene chloride (500 mL) is added. The resulting bilayer is decanted off the precipitated Tl(I) salts formed. The layers are separated and the organic layer is washed with water, saturated aqueous NaHCO3 and brine, followed by recrystallization of the resulting solid from 2-propanol gives the title compound.

後処理

  1. customequipped with a reflux condenser and a mechanical stirrer
  2. temperatureThe reaction mixture is heated under nitrogen
  3. temperatureto reflux for 6 hours
  4. customThe resulting bilayer is decanted off the precipitated Tl(I) salts
  5. customformed
  6. customThe layers are separated
  7. washthe organic layer is washed with water, saturated aqueous NaHCO3 and brine
  8. customfollowed by recrystallization of the resulting solid from 2-propanol

出典と根拠

ORDレコード
ord-af2beb105d0046fb8351b674e61a5cf8
出典データセット
uspto-grants-2001_09
特許番号
US06288188B1

反応ノート

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