Triphenylphosphine → 6-(2-morpholine-4-yl ethoxy)-1-oxo-3-phenyl-1H-indene-2-carboxylate isopropyl amide

HRID 17886

반응식

HRID 17886 반응식
[CH:1]([NH-:4])([CH3:3])[CH3:2].[OH:5][C:6]1[CH:14]=[C:13]2[C:9]([C:10]([C:19]3[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=3)=[C:11]([C:16]([O-:18])=[O:17])[C:12]2=[O:15])=[CH:8][CH:7]=1.O[CH2:26][CH2:27][N:28]1[CH2:33][CH2:32][O:31][CH2:30][CH2:29]1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.N(C(OC(C)C)=O)=NC(OC(C)C)=O>O1CCCC1.C1C=CC=CC=1>[CH:1]([NH-:4])([CH3:3])[CH3:2].[N:28]1([CH2:27][CH2:26][O:5][C:6]2[CH:14]=[C:13]3[C:9]([C:10]([C:19]4[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=4)=[C:11]([C:16]([O-:18])=[O:17])[C:12]3=[O:15])=[CH:8][CH:7]=2)[CH2:33][CH2:32][O:31][CH2:30][CH2:29]1

참가 물질

7

반응물 4

HCID 11776TriphenylphosphineHCID 611632-MorpholinoethanolHCID 75555Diisopropyl diazene-1,2-dicarboxylateHCID 178458041HCID 178458041, 화합물

생성물 1

HCID 866140296-(2-morpholine-4-yl ethoxy)-1-oxo-3-phenyl-1H-indene-2-carboxylate isopropyl amide수율 99%

시약·촉매·용매 2

HCID 241Benzene용매HCID 8028Tetrahydrofuran용매

실험 절차

6-Hydroxy-1-oxo-3-phenyl-1H-indene-2-carboxylate isopropyl amide (7.0 g, 22.78 mmol) was dissolved in tetrahydrofuran:benzene (150 ml:50 ml). Then, hydroxyethylmorpholine (3.59 g, 27.33 mmol) and triphenyl phosphine (7.17 g, 27.33 mmol) were added thereto. When the temperature was adjusted to 0° C., diisopropyl azodicarboxylate (5.53 g, 27.33 mmol) was added dropwise to the mixture followed by stirring for 2 hours at room temperature. The mixture was washed with brine and extracted with ethyl acetate. The separated organic layer was dried over anhydrous magnesium sulfate, concentrated, and the resulting residue was purified by column chromatography to obtain 6-(2-morpholine-4-yl ethoxy)-1-oxo-3-phenyl-1H-indene-2-carboxylate isopropyl amide (9.5 g, yield 99%).

후처리

  1. customwas adjusted to 0° C.
  2. washThe mixture was washed with brine
  3. extractionextracted with ethyl acetate
  4. dry with materialThe separated organic layer was dried over anhydrous magnesium sulfate
  5. concentrationconcentrated
  6. customthe resulting residue was purified by column chromatography

출처 및 근거

ORD 기록
ord-5da6139b69b8451d84463995d522f076
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07741323B2

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