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

HRID 2235250노트

반응식

HRID 2235250 반응식
[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]

참가 물질

4

반응물 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

생성물 1

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

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-f749f7325e60485eb2f92e116bc354f3
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07713979B2

반응 노트

불러오는 중…