Hydrogen Bromide → 6-Hydroxy-2-n-octyl-1,2,3,4-tetrahydroisoquinoline hydrobromide

HRID 2413496Notes

Reaction equation

HRID 2413496 reaction equation
C[O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH2:9][N:8]([CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])[CH2:7][CH2:6]2.[BrH:21]>C(O)(=O)C>[BrH:21].[OH:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH2:9][N:8]([CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])[CH2:7][CH2:6]2

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 201558166-Methoxy-2-n-octyl-1,2,3,4-tetrahydroisoquinoline

Product 1

HCID 201558106-Hydroxy-2-n-octyl-1,2,3,4-tetrahydroisoquinoline hydrobromide

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

5.8 g of the compound prepared under (b) are heated under reflux for 16 hours with a mixture of 100 ml of glacial acetic acid and 48% strength aqueous hydrobromic acid in the volume ratio 1:1. After cooling, the acid mixture is distilled off under waterpump vacuum, and the residue is boiled with a little ethanol. On cooling and scratching, 4.0 g of colorless crystals crystallize out (47% of theory over all stages), melting point: 165-166°.

Workup

  1. temperatureare heated
  2. temperatureAfter cooling
  3. distillationthe acid mixture is distilled off under waterpump vacuum
  4. temperatureOn cooling
  5. custom4.0 g of colorless crystals crystallize out (47% of theory over all stages), melting point: 165-166°

Sources & evidence

ORD record
ord-c8489944588f49dd8d67431ae73ccebf
Source dataset
uspto-grants-1988_01
Patent number
US04717724

Reaction notes

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