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Cesium carbonate → HCID 66835009、化合物

HRID 2275299
ノート
印刷プレビュー

反応式

HRID 2275299 の反応式
[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]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

8

反応物 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

生成物 1

HCID 66835009HCID 66835009、化合物収率 23%

試薬・触媒・溶媒 3

HCID 167845
palladium(II) acetate
触媒
HCID 8028Tetrahydrofuran溶媒
HCID 8857Ethyl Acetate溶媒

反応条件

温度
65 °C

実験手順

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%).

後処理

  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)

出典と根拠

ORDレコード
ord-9e3d5d25c11a43d280d10d7610de2af3
出典データセット
uspto-grants-2015_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09126931B2

反応ノート

読み込み中…

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