Oxalic Acid → HCID 23460100, compound

HRID 1390107Notes

Reaction equation

HRID 1390107 reaction equation
[O:1]([C:8]1[CH:24]=[CH:23][C:11]([CH2:12][CH:13]2[C:22]3[CH2:21][CH2:20][CH2:19][CH2:18][C:17]=3[CH2:16][CH2:15][NH:14]2)=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:25]([OH:30])(=[O:29])[C:26]([OH:28])=[O:27]>CC(C)=O>[C:25]([OH:30])(=[O:29])[C:26]([OH:28])=[O:27].[O:1]([C:8]1[CH:24]=[CH:23][C:11]([CH2:12][CH:13]2[C:22]3[CH2:21][CH2:20][CH2:19][CH2:18][C:17]=3[CH2:16][CH2:15][NH:14]2)=[CH:10][CH:9]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 971Oxalic AcidHCID 12876712HCID 12876712, compound

Product 1

HCID 23460100HCID 23460100, compoundYield 84.3%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

For purification, 1.5 g (0.005 mol) of the above crude (±)-1-(p-phenoxybenzyl)-1,2,3,4,5,6,7,8-octahydroisoquinoline in 5 ml of acetone was treated with 0.42 g of oxalic acid and allowed to crystallize. The crude oxalate was recrystallized from ethanol (30 ml) to give 1.61 g (84%) of pure (±)-1-(p-phenoxybenzyl)-1,2,3,4,5,6,7,8-octahydroisoquinoline oxalate, mp 176°-178°.

Workup

  1. customto crystallize
  2. customThe crude oxalate was recrystallized from ethanol (30 ml)

Sources & evidence

ORD record
ord-1369103ca6c949a2912d85656929f78f
Source dataset
uspto-grants-1981_01
Patent number
US04247697

Reaction notes

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