Hydrochloric Acid → 3-(Phenoxymethyl)pyridine

HRID 2108193Notes

Reaction equation

HRID 2108193 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([Mg]Br)[CH:6]=[CH:7][CH:8]=1.Br[C:12]1[CH:13]=[N:14][CH:15]=[CH:16][CH:17]=1.Cl>Cl[Ni](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[N:14]1[CH:15]=[CH:16][CH:17]=[C:12]([CH2:1][O:2][C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:13]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 122863-BromopyridineHCID 178490745HCID 178490745, compound

Product 1

HCID 124744313-(Phenoxymethyl)pyridine

Reagents, catalysts & solvents 1

HCID 178418751HCID 178418751, compoundCatalyst

Procedure

This substance was prepared by a dichlorobis-(triphenylphosphine)nickel (II) catalyzed reaction between 3-methoxyphenylmagnesium bromide (from 50 g of 3-bromo-anisole and 5.9 g of Mg in THF) and 31.8 g of 3-bromopyridine. Yield 23.1 g (62%), bp. 102° /0.15 mmHg, mp. (HCl) 187.5-9° C.

Sources & evidence

ORD record
ord-dff017cd530242a08ecf7417c43d050b
Source dataset
uspto-grants-1990_06
Patent number
US04937346

Reaction notes

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