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Cesium carbonate → HCID 66835009, 화합물

HRID 61921
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HRID 61921 반응식
[CH3:1][C:2]1([CH3:28])[C:14]2[O:13][C:12]3[CH:15]=[CH:16][CH:17]=[CH:18][C:11]=3[C:10]=2C(=O)[C:8]2[C:3]1=[CH:4][C:5](OS(C(F)(F)F)(=O)=O)=[CH:6][CH:7]=2.C(=[NH:42])(C1C=CC=CC=1)C1C=CC=CC=1.[C:43](=[O:46])([O-])[O-].[Cs+].[Cs+].C1C=CC(P(C2C(C3C(P(C4C=CC=CC=4)C4C=CC=CC=4)=CC=C4C=3C=CC=C4)=C3C(C=CC=C3)=CC=2)C2C=CC=CC=2)=CC=1>C(OCC)(=O)C.C([O-])(=O)C.[Pd+2].C([O-])(=O)C.C1COCC1>[NH2:42][C:5]1[CH:4]=[C:3]2[C:8](=[CH:7][CH:6]=1)[C:43](=[O:46])[C:10]1[C:11]3[CH:18]=[CH:17][CH:16]=[CH:15][C:12]=3[O:13][C:14]=1[C:2]2([CH3:28])[CH3:1]
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참가 물질

8

반응물 4

HCID 10796Cesium carbonateHCID 136809Benzophenone imineHCID 634876Binap, (A+-)-HCID 86663832Trifluoro-methanesulfonic acid 6,6-dimethyl-11-oxo-6,11-dihydro-benzo[b]naphtho[2,3-d]furan-8-yl ester

생성물 1

HCID 66835009HCID 66835009, 화합물수율 23%

시약·촉매·용매 3

HCID 167845
palladium(II) acetate
촉매
HCID 8028Tetrahydrofuran용매
HCID 8857Ethyl Acetate용매

반응 조건

온도
65 °C

실험 절차

To trifluoro-methanesulfonic acid 6,6-dimethyl-11-oxo-6,11-dihydro-benzo[b]naphtho[2,3-d]furan-8-yl ester (100 mg), benzhydrylideneamine (0.05 ml), cesium carbonate (110 mg), palladium acetate (2 mg) and BINAP (7 mg), THF (2 ml) was added. The mixture was stirred and heated at 65° C. overnight under nitrogen atmosphere, and the reaction mixture was diluted with ethyl acetate. The organic layer was washed with saturated aqueous solution of sodium bicarbonate and saturated brine, and then concentrated under reduced pressure. The resulting residues were purified by silica gel column (ethyl acetate/hexane) to obtain the title compound (16 mg, 23%).

후처리

  1. washThe organic layer was washed with saturated aqueous solution of sodium bicarbonate and saturated brine
  2. concentrationconcentrated under reduced pressure
  3. customThe resulting residues were purified by silica gel column (ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-4edd0b30d30c4ae1ad02ec26b93378fb
출처 데이터셋
uspto-grants-2016_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09440922B2

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