6-Bromo-2-methoxynaphthalene-1-carbaldehyde → HCID 59443478, compound

HRID 1035610Notes

Reaction equation

HRID 1035610 reaction equation
Br[C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8]([CH:12]=[O:13])=[C:7]([O:14][CH3:15])[CH:6]=[CH:5]2.[CH3:16][O:17][C:18]1[CH:19]=[C:20](OB(O)O)[CH:21]=[CH:22][CH:23]=1>>[CH3:15][O:14][C:7]1[CH:6]=[CH:5][C:4]2[C:9](=[CH: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]=2)[C:8]=1[CH:12]=[O:13]

Participants

3

Reactant 2

HCID 220183906-Bromo-2-methoxynaphthalene-1-carbaldehydeHCID 221738233-Methoxyphenylboric acid

Product 1

HCID 59443478HCID 59443478, compoundYield 86%

Procedure

The compound is prepared by the reaction of 6-bromo-2-methoxy-1-naphthaldehyde (2 g, 7.55 mmol, 1 eq) with 3-methoxyphenylboric acid (1.3 g, 8.30 mmol, 1.1 eq) according to method A. Purification by column chromatography with hexane/ethyl acetate 1/1 as the eluent yielded the desired compound in a yield of 86%, 1.9 g.

Workup

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

Sources & evidence

ORD record
ord-b340365be7b94595b1d7e4491be90e08
Source dataset
uspto-grants-2013_10
Patent number
US08546392B2

Reaction notes

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