Hydrochloric Acid → HCID 18184511, compound

HRID 1358466Notes

Reaction equation

HRID 1358466 reaction equation
C(O)(=O)C(O)=O.C([O:14][C:15]1[CH:16]=[C:17]2[C:22](=[CH:23][C:24]=1[N+:25]([O-:27])=[O:26])[CH:21]([CH2:28][C:29]1[CH:34]=[C:33]([Br:35])[C:32]([O:36][CH3:37])=[C:31]([Br:38])[CH:30]=1)[NH:20][CH2:19][CH2:18]2)C1C=CC=CC=1.[ClH:39]>C(O)(=O)C>[ClH:39].[Br:35][C:33]1[CH:34]=[C:29]([CH:30]=[C:31]([Br:38])[C:32]=1[O:36][CH3:37])[CH2:28][CH:21]1[C:22]2[C:17](=[CH:16][C:15]([OH:14])=[C:24]([N+:25]([O-:27])=[O:26])[CH:23]=2)[CH2:18][CH2:19][NH:20]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 18184507HCID 18184507, compound

Product 1

HCID 18184511HCID 18184511, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of 6-benzyloxy-1-(3,5-dibromo-4-methoxybenzyl)-7-nitro-1,2,3,4-tetrahydroisoquinoline oxalate (13.05 g, 0.02 mol) in 250 mL of acetic acid and 250 mL of conc. HCl was refluxed for 1 h, solvents evaporated to dryness and the residue was recrystallized from MeOH-ether (first dissolved in 500 mL of MeOH and concentrated in a stream of argon). Yield 9.04 g (89%).

Workup

  1. customsolvents evaporated to dryness
  2. customthe residue was recrystallized from MeOH-ether (
  3. dissolutionfirst dissolved in 500 mL of MeOH
  4. concentrationconcentrated in a stream of argon)

Sources & evidence

ORD record
ord-a5e794448f0049c8b330e2fff012923c
Source dataset
uspto-grants-2003_07
Patent number
US06596734B1

Reaction notes

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