Phosphorus oxide (P4O10) → HCID 12851821, compound

HRID 1156868Notes

Reaction equation

HRID 1156868 reaction equation
[Br:1][C:2]1[CH:19]=[CH:18][C:5]([C:6]([NH:8][CH2:9][CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[CH3:17])=O)=[CH:4][CH:3]=1.P(Cl)(Cl)(Cl)=O.O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O>C1(C)C(C)=CC=CC=1>[Br:1][C:2]1[CH:19]=[CH:18][C:5]([C:6]2[C:16]3[C:11](=[C:12]([CH3:17])[CH:13]=[CH:14][CH:15]=3)[CH2:10][CH2:9][N:8]=2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 14812Phosphorus oxide (P4O10)HCID 24813Phosphorus oxychlorideHCID 128518091-(4-Bromobenzoylamino)-2-(2-methylphenyl)ethane

Product 1

HCID 12851821HCID 12851821, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

Forty-four (44) grams of 1-(4-bromobenzoylamino)-2-(2-methylphenyl)ethane was heated with stirring at 140° C. for 4 hours together with 300 ml of xylene, 100 ml of phosphorus oxychloride and 100 g of phosphorus pentoxide. The reaction mixture was decanted to remove the solvent. The residue was carefully decomposed with ice water, and made weakly alkaline with an aqueous solution of sodium hydroxide. The crystals precipitated were extracted with benzene, and dried, followed by distilling off the solvent. Recrystallization of the residue from hexane afforded 35 g of 1-(4-bromophenyl)-5-methyl-3,4-dihydroisoquinoline as colorless needles having a melting point of 60.0° to 61.5° C.

Workup

  1. customThe reaction mixture was decanted
  2. customto remove the solvent
  3. customThe crystals precipitated
  4. extractionwere extracted with benzene
  5. customdried
  6. distillationby distilling off the solvent
  7. customRecrystallization of the residue from hexane

Sources & evidence

ORD record
ord-4a5359cb006448359935601ed1a06d2b
Source dataset
uspto-grants-1982_06
Patent number
US04337256

Reaction notes

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