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

HRID 1788069ノート

反応式

HRID 1788069 の反応式
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

参加物

6

反応物 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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-f0885ae53cdd40c0bc3e07fc5ec6fe31
出典データセット
uspto-grants-2009_03
特許番号
US07511138B2

反応ノート

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