p-Toluenesulfonic acid → 3-(2,4-Dichloro-benzyl)-1-(cis-2-methyl-4-oxo-cyclohexyl)-pyrrolidin-2-one

HRID 2235250ノート

反応式

HRID 2235250 の反応式
[Cl:1][C:2]1[CH:25]=[C:24]([Cl:26])[CH:23]=[CH:22][C:3]=1[CH2:4][CH:5]1[CH2:9][CH2:8][N:7]([C@H:10]2[CH2:19][CH2:18][C:13]3(OCC[O:14]3)[CH2:12][C@H:11]2[CH3:20])[C:6]1=[O:21].CC1C=CC(S(O)(=O)=O)=CC=1>CC(C)=O>[Cl:1][C:2]1[CH:25]=[C:24]([Cl:26])[CH:23]=[CH:22][C:3]=1[CH2:4][CH:5]1[CH2:9][CH2:8][N:7]([C@@H:10]2[CH2:19][CH2:18][C:13](=[O:14])[CH2:12][C@@H:11]2[CH3:20])[C:6]1=[O:21]

参加物

4

反応物 2

HCID 6101p-Toluenesulfonic acidHCID 684723163-(2,4-Dichloro-benzyl)-1-(cis-7-methyl-1,4-dioxa-spiro[4.5]dec-8-yl)-pyrrolidin-2-one

生成物 1

HCID 684695923-(2,4-Dichloro-benzyl)-1-(cis-2-methyl-4-oxo-cyclohexyl)-pyrrolidin-2-one収率 94%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

Dissolve 3-(2,4-dichloro-benzyl)-1-(cis-7-methyl-1,4-dioxa-spiro[4.5]dec-8-yl)-pyrrolidin-2-one (2.34 g, 5.87 mmol) in acetone (100 mL) and add TsOH (1.01 g, 5.87 mmol). Stir the reaction at room temperature for 24 hours until the starting material has been gone. Add saturated NaHCO3 (100 mL) and extract the aqueous layer with ethyl acetate (3×200 mL). Combine the organic layers and dry with Na2SO4, filter and concentrate to give 1.95 g (94%) of the crude title compound as a white solid: Mass spectrum (ion spray): m/z=354.2, 356.1 (M+1).

後処理

  1. customthe reaction at room temperature for 24 hours until the starting material
  2. extractionAdd saturated NaHCO3 (100 mL) and extract the aqueous layer with ethyl acetate (3×200 mL)
  3. dry with materialCombine the organic layers and dry with Na2SO4
  4. filtrationfilter
  5. concentrationconcentrate

出典と根拠

ORDレコード
ord-f749f7325e60485eb2f92e116bc354f3
出典データセット
uspto-grants-2010_05
特許番号
US07713979B2

反応ノート

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