Hydrochloric Acid → Pyridinium, 1-(2-hydroxy-3-(4-(4-nitrobenzoyl)phenoxy)propyl)-4-phenyl-, chloride

HRID 653113

反応式

HRID 653113 の反応式
[O:1]1[CH2:22][CH:2]1[CH2:3][O:4][C:5]1[CH:21]=[CH:20][C:8]([C:9]([C:11]2[CH:16]=[CH:15][C:14]([N+:17]([O-:19])=[O:18])=[CH:13][CH:12]=2)=[O:10])=[CH:7][CH:6]=1.[C:23]1([C:29]2[CH:34]=[CH:33][N:32]=[CH:31][CH:30]=2)[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1.[ClH:35]>O1CCOCC1.O>[Cl-:35].[OH:1][CH:2]([CH2:3][O:4][C:5]1[CH:21]=[CH:20][C:8]([C:9](=[O:10])[C:11]2[CH:16]=[CH:15][C:14]([N+:17]([O-:19])=[O:18])=[CH:13][CH:12]=2)=[CH:7][CH:6]=1)[CH2:22][N+:32]1[CH:33]=[CH:34][C:29]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)=[CH:30][CH:31]=1

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 136514-PhenylpyridineHCID 201865144-(2,3-Epoxypropoxy)-4'-nitrobenzophenone

生成物 1

HCID 3065530Pyridinium, 1-(2-hydroxy-3-(4-(4-nitrobenzoyl)phenoxy)propyl)-4-phenyl-, chloride収率 50%

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 312751,4-Dioxane溶媒

反応条件

温度
70 °C

実験手順

A solution of 2.06 g (6.88 mmol) of 4-(2,3-epoxypropoxy)-4'-nitrobenzophenone in 50 ml of dioxan and 25 ml of water was treated with 1.06 g (6.88 mmol) of 4-phenylpyridine and stirred at 70° C. while adding 1N HCl at a pH less than 8. After stirring at 70° C. for 18 hours the mixture was cooled to 20° C., treated with 300 ml of water and extracted three times with 200 ml of chloroform. The organic phase was dried and concentrated. The residue was recrystallized from acetone. There was obtained 1-[2-hydroxy-3-[p-(p-nitrobenzoyl)phenoxy]propyl]-4-phenylpyridinium chloride in 50% yield, m.p. 240° C.

後処理

  1. stirringAfter stirring at 70° C. for 18 hours the mixture
  2. temperaturewas cooled to 20° C.
  3. extractionextracted three times with 200 ml of chloroform
  4. customThe organic phase was dried
  5. concentrationconcentrated
  6. customThe residue was recrystallized from acetone

出典と根拠

ORDレコード
ord-6282a2ceccf54c0594871507922c42f3
出典データセット
uspto-grants-1987_06
特許番号
US04675328

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