Toluene → 2-Phenylfuran

HRID 659105

반응식

HRID 659105 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

HCID 5193632-Phenylfuran

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
140 °C

실험 절차

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%

후처리

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

출처 및 근거

ORD 기록
ord-c5527ea8e52d4a509b9aae5f8e6b5360
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08080567B2

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