Benzoyl Peroxide → 5-(bromomethyl)-1,3-diacetyl-1,3-dihydro-4-(4-methoxybenzoyl)-2H-imidazol-2-one

HRID 1065507ノート

反応式

HRID 1065507 の反応式
[C:1]([N:4]1[C:8]([CH3:9])=[C:7]([C:10](=[O:19])[C:11]2[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][CH:12]=2)[N:6]([C:20](=[O:22])[CH3:21])[C:5]1=[O:23])(=[O:3])[CH3:2].[Br:24]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[Br:24][CH2:9][C:8]1[N:4]([C:1](=[O:3])[CH3:2])[C:5](=[O:23])[N:6]([C:20](=[O:22])[CH3:21])[C:7]=1[C:10](=[O:19])[C:11]1[CH:16]=[CH:15][C:14]([O:17][CH3:18])=[CH:13][CH:12]=1

参加物

5

反応物 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 128560311,3-diacetyl-1,3-dihydro-4-(4-methoxybenzoyl)-5-methyl-2H-imidazol-2-one

生成物 1

HCID 128560325-(bromomethyl)-1,3-diacetyl-1,3-dihydro-4-(4-methoxybenzoyl)-2H-imidazol-2-one

試薬・触媒・溶媒 1

HCID 5943Carbon Tetrachloride溶媒

実験手順

A mixture of 55.5 g (0.176 mole) of 1,3-diacetyl-1,3-dihydro-4-(4-methoxybenzoyl)-5-methyl-2H-imidazol-2-one, 37.4 g (0.210 mole) of N-bromosuccinimide and about 100 mg of benzoyl peroxide in 500 ml of carbon tetrachloride is stirred at reflux temperature for 4 hours. The mixture is then cooled and filtered to remove the succinimide which formed. The solvent is evaporated from the filtrate and the resulting residue is crystallized from a mixture of 300 ml of ethyl acetate and 300 ml of hexane to give 5-(bromomethyl)-1,3-diacetyl-1,3-dihydro-4-(4-methoxybenzoyl)-2H-imidazol-2-one melting at about 135°-136° C.

後処理

  1. temperatureat reflux temperature for 4 hours
  2. temperatureThe mixture is then cooled
  3. filtrationfiltered
  4. customto remove the succinimide which
  5. customformed
  6. customThe solvent is evaporated from the filtrate
  7. customthe resulting residue is crystallized from a mixture of 300 ml of ethyl acetate and 300 ml of hexane

出典と根拠

ORDレコード
ord-f1d98d39205f4d1c858194f2a8d09037
出典データセット
uspto-grants-1982_05
特許番号
US04329471

反応ノート

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