{2-Methyl-5-[5-(3,4,5-trichloro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-furan-3-yl}-methanol → 2-Methyl-5-[5-(3,4,5-trichloro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-furan-3-carbaldehyde

HRID 68578

反応式

HRID 68578 の反応式
[CH3:1][C:2]1[O:3][C:4]([C:9]2[CH2:13][C:12]([C:18]3[CH:23]=[C:22]([Cl:24])[C:21]([Cl:25])=[C:20]([Cl:26])[CH:19]=3)([C:14]([F:17])([F:16])[F:15])[O:11][N:10]=2)=[CH:5][C:6]=1[CH2:7][OH:8]>ClCCl.[O-2].[O-2].[Mn+4]>[CH3:1][C:2]1[O:3][C:4]([C:9]2[CH2:13][C:12]([C:18]3[CH:23]=[C:22]([Cl:24])[C:21]([Cl:25])=[C:20]([Cl:26])[CH:19]=3)([C:14]([F:16])([F:15])[F:17])[O:11][N:10]=2)=[CH:5][C:6]=1[CH:7]=[O:8]

参加物

4

反応物 1

HCID 86706651{2-Methyl-5-[5-(3,4,5-trichloro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-furan-3-yl}-methanol

生成物 1

HCID 867066532-Methyl-5-[5-(3,4,5-trichloro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-furan-3-carbaldehyde収率 81.8%

試薬・触媒・溶媒 2

HCID 178418406HCID 178418406、化合物触媒HCID 6344Dichloromethane溶媒

実験手順

Manganese dioxide (9.64 g) is added portion-wise to a solution of {2-methyl-5-[5-(3,4,5-trichloro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-furan-3-yl}-methanol (3.88 g) in dichloromethane (100 ml). After 18 hours at room temperature, the reaction mixture is filtered through a plug of celite and the filtration cake is washed with dichloromethane. The filtrate is concentrated in vacuo to yield 2-methyl-5-[5-(3,4,5-trichloro-phenyl)-5-trifluoromethyl-4,5-dihydro-isoxazol-3-yl]-furan-3-carbaldehyde (3.16 g) as a white foam. The crude product obtained is used without further purification. MS (HPLC/MS): 426 (MH+).

後処理

  1. filtrationthe reaction mixture is filtered through a plug of celite
  2. washthe filtration cake is washed with dichloromethane
  3. concentrationThe filtrate is concentrated in vacuo

出典と根拠

ORDレコード
ord-a853f8fe9fe74b65a89a7947e0318470
出典データセット
uspto-grants-2014_09
特許番号
US08822466B2

関連ノート

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