Water → 4-Hydroxy-4'-chlorobenzophenone

HRID 225119ノート

反応式

HRID 225119 の反応式
[H-].[Na+].C(=N[OH:11])C1C=CC=CC=1.[Cl:12][C:13]1[CH:18]=[CH:17][C:16]([C:19](=[O:29])[C:20]2[CH:25]=[CH:24][C:23]([N+]([O-])=O)=[CH:22][CH:21]=2)=[CH:15][CH:14]=1.O>CS(C)=O>[Cl:12][C:13]1[CH:18]=[CH:17][C:16]([C:19](=[O:29])[C:20]2[CH:25]=[CH:24][C:23]([OH:11])=[CH:22][CH:21]=2)=[CH:15][CH:14]=1

参加物

6

反応物 4

HCID 962WaterHCID 12143(Z)-Benzaldehyde oximeHCID 24758Sodium hydrideHCID 3477714-Chloro-4'-nitrobenzophenone

生成物 1

HCID 1235044-Hydroxy-4'-chlorobenzophenone

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒3 回

反応条件

温度
70 °C

実験手順

250 cc of DMSO and 4.8 g sodium hydride are placed in a 500 cc flask and heated at 70° C. for 1 hour, by which time the solution has become clear. A solution of 24.2 g (0.2 mole) of benzaldoxime in 100 cc of DMSO is then added drop by drop. The solution is maintained at 70° C. for 1 hour, then allowed to cool to 15° C. A solution of 26 g (0.1 mole) of 4'-chloro-4-nitrobenzophenone in 150 cc of DMSO is then added. The reaction mixture is stirred for 20 hours at ambient temperature and then poured into acidulated water. The mixture is extracted with ether and then with ether containing 2 N caustic soda. On acidification the product is precipitated. Yield 15 g (65%). Melting point 178° C.

後処理

  1. temperatureThe solution is maintained at 70° C. for 1 hour
  2. temperatureto cool to 15° C
  3. additionpoured
  4. extractionThe mixture is extracted with ether
  5. customOn acidification the product is precipitated

出典と根拠

ORDレコード
ord-37898582841347cfa55f6a3527a44f0a
出典データセット
uspto-grants-1980_11
特許番号
US04235896

反応ノート

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