Ethanol → [3-(3-Chlorophenyl)-2,1-benzisoxazol-5-yl](4-methoxyphenyl)-methanone

HRID 1788069노트

반응식

HRID 1788069 반응식
S(Cl)(Cl)=O.[Cl:5][C:6]1[CH:7]=[C:8]([CH:12]2[C:21]3[CH:20]=[C:19]([C:22]([C:30]4[CH:35]=[CH:34][C:33](Cl)=[CH:32][CH:31]=4)(C4N(C)C=NC=4)[OH:23])[CH:18]=[CH:17][C:16]=3[NH:15]C3=NN=NN23)[CH:9]=[CH:10][CH:11]=1.[OH2:40].C[CH2:42][OH:43]>C(Cl)Cl>[Cl:5][C:6]1[CH:7]=[C:8]([C:12]2[O:40][N:15]=[C:16]3[CH:17]=[CH:18][C:19]([C:22]([C:30]4[CH:35]=[CH:34][C:33]([O:43][CH3:42])=[CH:32][CH:31]=4)=[O:23])=[CH:20][C:21]=23)[CH:9]=[CH:10][CH:11]=1

참가 물질

6

반응물 4

HCID 702EthanolHCID 962WaterHCID 24386Thionyl ChlorideHCID 1360964279-(3-chlorophenyl)-alpha-(4-chlorophenyl)-4,9-dihydro-alpha-(1-methyl-1H-imidazol-5-yl)-tetrazolo[5,1-b]quinazoline-7-methanol

생성물 1

HCID 17976096[3-(3-Chlorophenyl)-2,1-benzisoxazol-5-yl](4-methoxyphenyl)-methanone수율 17%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Thionyl chloride (0.1 ml) was added at room temperature to a mixture of compound 1 (0.0002 mol) in EtOH (2 ml). The mixture was stirred at room temperature for 2 hours. Water was added. The mixture was taken up in DCM. The organic layer was separated, dried (MgSO4), filtered, and the solvent was evaporated. The residue (0.15 g) was purified by column chromatography over kromasil® (10 μm) (eluent: DCM/MeOH 98/2). The pure fractions were collected and the solvent was evaporated. The residue (0.03 g) was taken up in DCM and evaporated till dryness, yielding 0.023 g (17%) of compound 10.

후처리

  1. customThe organic layer was separated
  2. dry with materialdried (MgSO4)
  3. filtrationfiltered
  4. customthe solvent was evaporated
  5. customThe residue (0.15 g) was purified by column chromatography over kromasil® (10 μm) (eluent: DCM/MeOH 98/2)
  6. customThe pure fractions were collected
  7. customthe solvent was evaporated
  8. customevaporated till dryness

출처 및 근거

ORD 기록
ord-f0885ae53cdd40c0bc3e07fc5ec6fe31
출처 데이터셋
uspto-grants-2009_03
특허 번호
US07511138B2

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