3-Bromo-7-methoxy-1-naphthonitrile → 7-Methoxy-3-(3-methoxyphenyl)-1-naphthonitrile

HRID 1035608Notes

Reaction equation

HRID 1035608 reaction equation
Br[C:2]1[CH:3]=[C:4]([C:14]#[N:15])[C:5]2[C:10]([CH:11]=1)=[CH:9][CH:8]=[C:7]([O:12][CH3:13])[CH:6]=2.[CH3:16][O:17][C:18]1[CH:19]=[C:20](OB(O)O)[CH:21]=[CH:22][CH:23]=1>>[CH3:13][O:12][C:7]1[CH:6]=[C:5]2[C:10]([CH:11]=[C:2]([C:22]3[CH:21]=[CH:20][CH:19]=[C:18]([O:17][CH3:16])[CH:23]=3)[CH:3]=[C:4]2[C:14]#[N:15])=[CH:9][CH:8]=1

Participants

3

Reactant 2

HCID 114709973-Bromo-7-methoxy-1-naphthonitrileHCID 221738233-Methoxyphenylboric acid

Product 1

HCID 594434777-Methoxy-3-(3-methoxyphenyl)-1-naphthonitrileYield 53%

Procedure

The compound is prepared by the reaction of 3-bromo-7-methoxy-1-naphthonitrile (1.4 g, 1.76 mmol, 1 eq) with 3-methoxyphenylboric acid (320 mg, 2.11 mmol, 1.2 eq) according to method A in 24 h. Purification by column chromatography with hexane/ethyl acetate 9/1 as the eluent yielded the desired compound in a yield of 53%, 300 mg.

Workup

  1. customPurification by column chromatography with hexane/ethyl acetate 9/1 as the eluent

Sources & evidence

ORD record
ord-d2964a9e2051423a9f62e9574ec4a7dc
Source dataset
uspto-grants-2013_10
Patent number
US08546392B2

Reaction notes

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