Hydrogen Bromide → HCID 20517523, compound

HRID 2198891Notes

Reaction equation

HRID 2198891 reaction equation
Cl.C[O:3][C:4]1[CH:5]=[C:6]([C:10]2([CH3:19])[CH2:15][N:14]([CH3:16])[CH2:13][C:12]([CH3:18])([CH3:17])[O:11]2)[CH:7]=[CH:8][CH:9]=1.Br>O.[OH-].[NH4+]>[OH:3][C:4]1[CH:5]=[C:6]([C:10]2([CH3:19])[O:11][C:12]([CH3:17])([CH3:18])[CH2:13][N:14]([CH3:16])[CH2:15]2)[CH:7]=[CH:8][CH:9]=1

Participants

5

Reactant 2

HCID 260Hydrogen BromideHCID 20517552HCID 20517552, compound

Product 1

HCID 20517523HCID 20517523, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 14923Ammonium HydroxideSolvent

Procedure

6-(3-Methoxyphenyl)-2,2,4,6-tetramethylmorpholine hydrochloride (1.4 g) was heated under reflux with concentrated hydrobromic acid (20 ml) under nitrogen for 3 h. The dark solution was reduced to small volume under reduced pressure, diluted with water and neutralised with ammonium hydroxide. The product was extracted into dichloromethane, dried over magnesium sulphate and evaporated to an oil which crystallised from toluene. The title base was converted to its hydrobromide salt by treatment in isopropyl alcohol with a solution of hydrogen bromide in dry ether affording the title compound as its hydrobromide (600 mg) mp 216°-217° C.

Workup

  1. extractionThe product was extracted into dichloromethane
  2. dry with materialdried over magnesium sulphate
  3. customevaporated to an oil which
  4. customcrystallised from toluene

Sources & evidence

ORD record
ord-e9d7fe59149a466bbf615eb73ab1109c
Source dataset
uspto-grants-1982_11
Patent number
US04360519

Reaction notes

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