Toluene → HCID 54335975, 화합물

HRID 622113노트

반응식

HRID 622113 반응식
[CH3:1][N:2]1[C:6]([CH:7]=O)=[C:5]([CH3:9])[N:4]=[C:3]1[S:10][CH2:11][C:12]1[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=1.C1(P(=[CH:39][C:40]([O:42][CH3:43])=[O:41])(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[C:44]1(C)C=CC=CC=1>>[C:40]([CH:39]=[CH:7][C:6]1[N:2]([CH3:1])[C:3]([S:10][CH2:11][C:12]2[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=2)=[N:4][C:5]=1[CH3:9])([O:42][CH2:43][CH3:44])=[O:41]

참가 물질

4

반응물 3

HCID 1140TolueneHCID 17453Acetic acid, 2-(triphenylphosphoranylidene)-, methyl esterHCID 142571041,4-Dimethyl-5-formyl-2-(4-methoxybenzylthio)imidazole

생성물 1

HCID 54335975HCID 54335975, 화합물

실험 절차

A mixture of 1,4-dimethyl-5-formyl-2-(4-methoxybenzylthio)imidazole (1.7 g, 6 mmoles) and methyl (triphenylphosphoranylidene)acetate (4.8 g, 14 mmoles) in toluene (50 ml) was heated to reflux for 16 hours, cooled and concentrated in vacuo. The residue was triturated with ether, filtered and the filtrate was concentrated in vacuo. The residue was chromatographed on silica eluted with hexane-ethyl acetate (3:2) to give 5-[2-(carbethoxy)-ethenyl]-1,4-dimethyl-2-(4-methoxybenzylthio)imidazole (mp 165°-167° C.).

후처리

  1. temperaturewas heated
  2. temperatureto reflux for 16 hours
  3. temperaturecooled
  4. concentrationconcentrated in vacuo
  5. customThe residue was triturated with ether
  6. filtrationfiltered
  7. concentrationthe filtrate was concentrated in vacuo
  8. customThe residue was chromatographed on silica
  9. washeluted with hexane-ethyl acetate (3:2)

출처 및 근거

ORD 기록
ord-752c34e2d3ac48278ec8f8153367bb07
출처 데이터셋
uspto-grants-1988_09
특허 번호
US04769386

반응 노트

불러오는 중…