3-Bromotoluene → 3-(3-methylphenyl)pyridine

HRID 2108195Notes

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-bromo-toluene 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-0d18303f844448348de8e13ba14a8fba
Source dataset: uspto-grants-1990_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04937346

Reaction notes

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