Benzaldehyde → HCID 178418547, 화합물

HRID 4718

반응식

HRID 4718 반응식
[C:1]([Cl:9])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:10][N:11]1[CH:15]=[CH:14][N:13]=[CH:12]1.[CH:16](=[O:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.[K+].[Br-]>CCOCC>[Cl-:9].[C:16]([O:8][CH:1]([N+:13]1[CH:14]=[CH:15][N:11]([CH3:10])[CH:12]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)(=[O:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

참가 물질

6

반응물 4

HCID 240BenzaldehydeHCID 13901-MethylimidazoleHCID 7412Benzoyl chlorideHCID 253877Potassium Bromide

생성물 1

HCID 178418547HCID 178418547, 화합물

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

To an ether solution of benzoyl chloride 2.81 g (0.02 mol) there was added dropwise 1.67 g (0.02 mol) 1-methylimidazole with stirring. The resulting mixture was evaporated in vacuo and the residue was allowed to react with 2.12 g (0.02 mol) benzaldehyde at 70° overnite. After cooling, the reaction mixture was triturated with ether and was solid separated by filtration. Recrystallization from dichloromethane:dioxane gave 4.2 g (0.012 mol), 65%, 9, mp 199°-201°; ir (KBr) 1740 cm-1 ; pmr (CDCl3) δ 4.17 (s, 3H), 8.18-7.25 (m, 12H), 8.50 (s, 1H) and 11.1 (bs, 1H) ppm.

후처리

  1. customThe resulting mixture was evaporated in vacuo
  2. temperatureAfter cooling
  3. customthe reaction mixture was triturated with ether
  4. customseparated by filtration
  5. customRecrystallization from dichloromethane
  6. customdioxane gave 4.2 g (0.012 mol), 65%, 9, mp 199°-201°

출처 및 근거

ORD 기록
ord-61f54da028b24a72bc1f764a9ad4f9e4
출처 데이터셋
uspto-grants-1988_02
특허 번호
US04727151

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