Toluene → HCID 54335975、化合物

HRID 622113ノート

反応式

HRID 622113 の反応式
[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]

参加物

4

反応物 3

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

生成物 1

HCID 54335975HCID 54335975、化合物

実験手順

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.).

後処理

  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)

出典と根拠

ORDレコード
ord-752c34e2d3ac48278ec8f8153367bb07
出典データセット
uspto-grants-1988_09
特許番号
US04769386

反応ノート

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