4-Penten-1-OL → 5-Trimethylsilyloxy-2-(4-[5-hydroxy-1-pentenyl]phenyl)pyridine

HRID 1728273노트

반응식

HRID 1728273 반응식
[CH3:1][Si:2]([CH3:18])([CH3:17])[O:3][C:4]1[CH:5]=[CH:6][C:7]([C:10]2[CH:15]=[CH:14][C:13](Br)=[CH:12][CH:11]=2)=[N:8][CH:9]=1.[CH2:19]([OH:24])[CH2:20][CH2:21][CH:22]=[CH2:23].C(=O)(O)[O-].[Na+]>C([O-])(=O)C.[Pd+2].C([O-])(=O)C.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.CN1CCCC1=O>[CH3:1][Si:2]([CH3:18])([CH3:17])[O:3][C:4]1[CH:5]=[CH:6][C:7]([C:10]2[CH:15]=[CH:14][C:13]([CH:23]=[CH:22][CH2:21][CH2:20][CH2:19][OH:24])=[CH:12][CH:11]=2)=[N:8][CH:9]=1

참가 물질

7

반응물 3

HCID 131814-Penten-1-OLHCID 516892Sodium BicarbonateHCID 190171025-Trimethylsilyloxy-2-(4-bromophenyl)pyridine

생성물 1

HCID 543181965-Trimethylsilyloxy-2-(4-[5-hydroxy-1-pentenyl]phenyl)pyridine수율 88.6%

시약·촉매·용매 3

HCID 11776Triphenylphosphine촉매HCID 167845palladium(II) acetate촉매HCID 13387N-methyl-2-pyrrolidone용매

실험 절차

6.0 g of 5-trimethylsilyloxy-2-(4-bromophenyl)pyridine, 2.5 g of 4-penten-1-ol, 4 g of sodium bicarbonate solution, 20 ml of N-methylpyrrolidone, 0.03 g of palladium(II) acetate and 0.11 g of triphenylphosphine were reacted in an analogous manner to Example 1(b) to give 5.4 g of 5-trimethylsilyloxy-2-(4-[5-hydroxy-1-pentenyl]phenyl)pyridine.

출처 및 근거

ORD 기록
ord-3a00e3a2732e434ea8cf206169ca0e65
출처 데이터셋
uspto-grants-1994_07
특허 번호
US05326497

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