3-Bromotoluene → 3-(3-Methylphenyl)pyridine

Reaction equation

Br[C:2]1[CH:3]=[N:4][CH:5]=[CH:6][CH:7]=1.Br[C:9]1[CH:10]=[C:11]([CH3:15])[CH:12]=[CH:13][CH:14]=1.COC1C=C(C2C=NC=CC=2)C=CC=1>>[CH3:15][C:11]1[CH:10]=[C:9]([C:2]2[CH:3]=[N:4][CH:5]=[CH:6][CH:7]=2)[CH:14]=[CH:13][CH:12]=1

Participants

Reactant 3

HCID 115603-Bromotoluene

HCID 122863-Bromopyridine

HCID 41331933-(3-methoxyphenyl)pyridine

Product 1

HCID 41331903-(3-Methylphenyl)pyridine

Procedure

3-(3-methylphenyl)-pyridine was prepared from 81.5 g (0.52 mol) 3-bromopyridine and 120 g (0.70 mol) 3-bromotoluene as described for the preparation of 3-(3-methoxyphenyl)-pyridine. (Example I7). B.p. 87°/0.05 mmHg. Yield 61.7 g (69%).

Sources & evidence

ORD record: ord-f9b7ab7602794b9d807a8407d65e8747
Source dataset: uspto-grants-1984_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04426386

Reaction notes

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