Bromine → 2-Bromo-7-nitro-3,4-dihydronaphthalen-1(2H)-one

HRID 1586710Notes

Reaction equation

HRID 1586710 reaction equation
[N+:1]([C:4]1[CH:13]=[C:12]2[C:7]([CH2:8][CH2:9][CH2:10][C:11]2=[O:14])=[CH:6][CH:5]=1)([O-:3])=[O:2].[Br:15]Br>CCOCC>[Br:15][CH:10]1[CH2:9][CH2:8][C:7]2[C:12](=[CH:13][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][CH:6]=2)[C:11]1=[O:14]

Participants

4

Reactant 2

HCID 24408BromineHCID 384457-Nitro-1-tetralone

Product 1

HCID 131941302-Bromo-7-nitro-3,4-dihydronaphthalen-1(2H)-one

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a suspension of 9.56 g (0.05 mol) of 7-nitro-1-tetralone in 250 mL of ether was added bromine dropwise. The progress of the reaction was followed by thin layer chromatography (fl. silica gel/CH2Cl2). When all of the starting material had been consumed, the mixture was concentrated and cyclohexane was added. The white solid was removed by filtration to afford 2.25 g of 2-bromo-7-nitrotetralone, mp 94°-96° C.

Workup

  1. customWhen all of the starting material had been consumed
  2. concentrationthe mixture was concentrated
  3. additioncyclohexane was added
  4. customThe white solid was removed by filtration

Sources & evidence

ORD record
ord-26043992f42145718bf92943cdc23514
Source dataset
uspto-grants-1993_06
Patent number
US05215989

Reaction notes

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