Cesium carbonate → 2,5-Dimethyl-2'-methylbiphenyl

HRID 412817

반응식

HRID 412817 반응식
Cl[C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[CH3:9].[CH3:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1B(O)O.C([O-])([O-])=O.[Cs+].[Cs+]>O1CCCCO1>[CH3:9][C:3]1[CH:4]=[CH:5][C:6]([CH3:8])=[CH:7][C:2]=1[C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=1[CH3:10]

참가 물질

5

반응물 3

HCID 10796Cesium carbonateHCID 32883Chloro-p-xyleneHCID 27332672-Methylphenyl boronic acid

생성물 1

HCID 118164312,5-Dimethyl-2'-methylbiphenyl수율 80.2%

시약·촉매·용매 1

HCID 1385701,2-Dioxane용매

실험 절차

2-Chloro-p-xylene (56 mg, 0.40 mmol) reacted with 2-methylphenylboronic acid (82 mg, 0.60 mmol) using 2.5/5.0 mol % of Pd(dba)2/Ph5FcP(t-Bu)2 and Cs2CO3 (391 mg, 1.20 mmol) in 1,2-dioxane at 100° C. to give the title compound (63 mg, 80%): 1H-NMR (300 MHz, CDCl3): δ 7.12-7.18 (m, 6H), 6.97 (s, 1H), 2.37 (s, 3H), 2.10 (s, 3H), 2.05 (s, 3H). 13C{1H}-NMR (125 MHz, CDCl3): δ 141.74, 141.45, 135.77, 134.86, 132.60, 129.94, 129.72, 129.65, 129.26, 127.81, 127.02, 125.47, 20.92, 19.81, 19.28. GC/MS(EI): m/z 196 (M+).

후처리

  1. customat 100° C.

출처 및 근거

ORD 기록
ord-e34f34c442a9459ea7db04d1d810b232
출처 데이터셋
uspto-grants-2003_05
특허 번호
US06562989B2

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