Selenium Dioxide → 2-(p-Chlorobenzoyl)-benzaldehyde

HRID 1579514ノート

反応式

HRID 1579514 の反応式
[Cl:1][C:2]1[CH:17]=[CH:16][C:5]([CH:6]([OH:15])[C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[CH2:13][OH:14])=[CH:4][CH:3]=1.[Se](=O)=O>C(O)(=O)C>[Cl:1][C:2]1[CH:17]=[CH:16][C:5]([C:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[CH:13]=[O:14])=[O:15])=[CH:4][CH:3]=1

参加物

4

反応物 2

HCID 24007Selenium DioxideHCID 197815594'-Chloro-2-hydroxymethylbenzhydrol

生成物 1

HCID 199363582-(p-Chlorobenzoyl)-benzaldehyde

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

A solution of 18.6 g. of 4'-chloro-2-hydroxymethylbenzhydrol in 100 ml. of acetic acid and 10.4 g. selenium dioxide was refluxed for 2 hours. The mixture was poured on ice and made alkaline and extracted with ether. Concentration of the ether solution and addition of petroleum ether gave pale yellow prisms which after recrystallization from a mixture of ether and petroleum ether gave 2-(p-chlorobenzoyl)-benzaldehyde melting at 112°-113°. Ultraviolet inflexion (2-propanol) at 225 mμ (ε = 17,500) and maximum at 259 mμ (ε = 22,500), infrared absorption (CHCl3) at 1670 cm-1 and 1705 cm-1.

後処理

  1. additionThe mixture was poured on ice
  2. extractionextracted with ether
  3. additionConcentration of the ether solution and addition of petroleum ether
  4. customgave pale yellow prisms which
  5. customafter recrystallization
  6. additionfrom a mixture of ether and petroleum ether

出典と根拠

ORDレコード
ord-eeecb18958b64e5b9f1872dbabc304f2
出典データセット
uspto-grants-1976_01
特許番号
US03931217

反応ノート

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