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

HRID 1579514노트

반응식

HRID 1579514 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

HCID 199363582-(p-Chlorobenzoyl)-benzaldehyde

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-eeecb18958b64e5b9f1872dbabc304f2
출처 데이터셋
uspto-grants-1976_01
특허 번호
US03931217

반응 노트

불러오는 중…