Toluene → 2-Phenylfuran

HRID 659105

反応式

HRID 659105 の反応式
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1B(O)O.Br[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.C([O-])([O-])=O.[Cs+].[Cs+].C1(C)C=CC=CC=1>CCO>[C:10]1([C:2]2[O:1][CH:5]=[CH:4][CH:3]=2)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

参加物

6

反応物 4

HCID 1140TolueneHCID 7961BromobenzeneHCID 10796Cesium carbonateHCID 2734357Furan-2-boronic acid

生成物 1

HCID 5193632-Phenylfuran

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
140 °C

実験手順

Furan-2-boronic acid (22) (3.6 g, 32.14 mmol) was coupled to bromobenzene (21) (4.2 g, 26.79 mmol) using Method E, except that Cs2CO3 (17.47 g, 53.58 mmol), Pd(PPha)4 (6.20 g, 0.54 mmol), toluene (25 mL) and EtOH (25 mL) were used and the reaction heated in a CEM Discover microwave at 140° C. (200 W, 200 psi). The crude product was purified by dry-flash chromatography eluting with EtOAc in heptane to yield the title compound. Yield: 2.94 g, 62%; LC tr 1.50 min; HPLC Purity: 84%

後処理

  1. customThe crude product was purified by dry-flash chromatography
  2. washeluting with EtOAc in heptane

出典と根拠

ORDレコード
ord-c5527ea8e52d4a509b9aae5f8e6b5360
出典データセット
uspto-grants-2011_12
特許番号
US08080567B2

関連ノート

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