Potassium Carbonate → 3,4-Dimethylbiphenyl

HRID 227900

반응식

HRID 227900 반응식
[CH3:1][C:2]1[CH:3]=[C:4](Cl)[CH:5]=[CH:6][C:7]=1[CH3:8].[C:10]1(B(O)O)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.C([O-])([O-])=O.[K+].[K+]>CC([O-])=O.CC([O-])=O.[Pd+2].C1(P(C2CCCCC2)C2C=CC=CC=2C2C(OC)=CC=C(S([O-])(=O)=O)C=2OC)CCCCC1.[Na+].O>[CH3:1][C:2]1[CH:3]=[C:4]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:5]=[CH:6][C:7]=1[CH3:8]

참가 물질

7

반응물 3

HCID 11430Potassium CarbonateHCID 328864-Chloro-o-xyleneHCID 66827Phenylboronic Acid

생성물 1

HCID 204923,4-Dimethylbiphenyl수율 99%

시약·촉매·용매 3

HCID 167845palladium(II) acetate촉매HCID 23677046Sodium 2'-(dicyclohexylphosphino)-2,6-dimethoxybiphenyl-3-sulfonate촉매HCID 962Water용매

실험 절차

The general procedure described in Example 3 was used with 3,4-dimethyl-chlorobenzene (0.140 mL, 1.00 mmol), phenylboronic acid (157 mg, 1.20 mmol), Pd(OAc)2 (4.5 mg, 0.020 mmol, 2 mol %), sodium 2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl-3′-sulfonate (20.0 mg, 0.040 mmol, 4 mol %), K2CO3 (276 mg, 2.00 mmol), water (1.0 mL), 10 h, room temperature. The product was isolated as a colorless oil (151 mg, 99%). 1H NMR (400 MHz, CDCl3) δ: 7.82 (d, 2H, J=7.6 Hz), 6.81-7.55 (m, 6H), 2.24 (s, 6H).

출처 및 근거

ORD 기록
ord-0fa6bfda377847089237a7f9d9a9b847
출처 데이터셋
uspto-grants-2009_07
특허 번호
US07560596B2

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