Cesium carbonate → HCID 68435211、化合物

HRID 1170191ノート

反応式

HRID 1170191 の反応式
Br[C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([N+:8]([O-:10])=[O:9])[C:3]=1[OH:11].C1(P(C2CCCCC2)C2C=CC=CC=2C2C(C(C)C)=CC(C(C)C)=CC=2C(C)C)CCCCC1.C(=O)([O-])[O-].[Cs+].[Cs+].[C:52]([C:56]#[CH:57])([CH3:55])([CH3:54])[CH3:53]>[Pd](Cl)Cl.C(#N)C.C(#N)C.C(#N)C>[C:52]([C:56]1[O:11][C:3]2[C:4]([N+:8]([O-:10])=[O:9])=[CH:5][CH:6]=[CH:7][C:2]=2[CH:57]=1)([CH3:55])([CH3:54])[CH3:53]

参加物

7

反応物 4

HCID 10796Cesium carbonateHCID 135123,3-Dimethyl-1-butyneHCID 111557942-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 135454532-Bromo-6-nitrophenol

生成物 1

HCID 68435211HCID 68435211、化合物収率 37%

試薬・触媒・溶媒 2

HCID 6093782Bis(acetonitrile)dichloropalladium触媒HCID 6342Acetonitrile溶媒

反応条件

温度
75 °C

実験手順

2-Bromo-6-nitrophenol (500 mg, 2.29 mmol), bis(acetonitrile) palladium (II) chloride (12 mg, 0.05 mmol), 2-dicylohexylphosphino-2′,4′,6′-triisopropylbiphenyl (68 mg, 0.14 mmol), cesium carbonate (1.95 g, 6 mmol) and tert-butylacetylene (577 mg, 7 mmol) were dissolved 5 mL acetonitrile in a sealed tube and heated at 75° C. overnight. The reaction mixture was directly chromatographed (silica gel, heptane/ethyl acetate 9:1/4:1/1:1) to yield 2-tert-butyl-7-nitro-benzofuran as an off-white solid (185 mg, 37%).

後処理

  1. customThe reaction mixture was directly chromatographed (silica gel, heptane/ethyl acetate 9:1/4:1/1:1)

出典と根拠

ORDレコード
ord-90ae757bf85c464596377ff5abdaadc8
出典データセット
uspto-grants-2010_11
特許番号
US07825253B2

反応ノート

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