HCID 12851821, compound → HCID 12851831, compound

HRID 1156869Notes

Reaction equation

HRID 1156869 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:17]3[C:12](=[C:13]([CH3:18])[CH:14]=[CH:15][CH:16]=3)[CH2:11][CH2:10][N:9]=2)=[CH:4][CH:3]=1>[O-2].[O-2].[Mn+4].C1C=CC=CC=1>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:17]3[C:12](=[C:13]([CH3:18])[CH:14]=[CH:15][CH:16]=3)[CH:11]=[CH:10][N:9]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 1

HCID 12851821HCID 12851821, compound

Product 1

HCID 12851831HCID 12851831, compound

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 241BenzeneSolvent

Procedure

Thirty-four (34) grams of 1-(4-bromophenyl)-5-methyl-3,4-dihydroisoquinoline was reacted for 8 hours together with 200 g of active manganese dioxide and 1000 ml of benzene. After the reaction, the manganese dioxide was removed by filtration, and the benzene was distilled off. Recrystallization of the resulting colorless crystals (29 g) from cyclohexane afforded 1-(4-bromophenyl)-5-methylisoquinoline as colorless needles having a melting point of 126.5° to 127.5° C.

Workup

  1. customAfter the reaction
  2. customthe manganese dioxide was removed by filtration
  3. distillationthe benzene was distilled off
  4. customRecrystallization of the resulting colorless crystals (29 g) from cyclohexane

Sources & evidence

ORD record
ord-033423cdf63c4fd5a470e0a1257fa895
Source dataset
uspto-grants-1982_06
Patent number
US04337256

Reaction notes

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