1-Bromonaphthalene → 9-(Naphthalen-1-yl)anthracene

HRID 1370605Notes

Reaction equation

HRID 1370605 reaction equation
Br[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][CH:3]=1.[Mg].[CH:13]1[C:26]2[C:25](=O)[C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[CH2:18][C:17]=2[CH:16]=[CH:15][CH:14]=1>C(OCC)C>[C:2]1([C:18]2[C:19]3[C:24]([CH:25]=[C:26]4[C:17]=2[CH:16]=[CH:15][CH:14]=[CH:13]4)=[CH:23][CH:22]=[CH:21][CH:20]=3)[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 70011-BromonaphthaleneHCID 7018AnthroneHCID 5462224Magnesium

Product 1

HCID 185100329-(Naphthalen-1-yl)anthracene

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A Grignard reagent was prepared from 1-bromonaphthalene and magnesium in diethyl ether under an inert atmosphere. The reagent was reacted with 9-anthrone. The reaction was quenched with hydrochloric acid, and the mixture was purified as usual, to give the desired 9-α-naphthylanthracene.

Workup

  1. customThe reaction was quenched with hydrochloric acid
  2. customthe mixture was purified as usual,

Sources & evidence

ORD record
ord-2c7839d733b142d0881695e96db12e4f
Source dataset
uspto-grants-2003_06
Patent number
US06582837B1

Reaction notes

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