Hydrogen Bromide → Hydrogen Bromide

HRID 2198880Notes

Reaction equation

HRID 2198880 reaction equation
[CH2:1]([C:3]1([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([O:17]C)[CH:12]=2)[O:8][CH:7]([CH3:9])[CH2:6][N:5]([CH3:10])[CH2:4]1)[CH3:2].[BrH:19]>>[CH2:1]([C:3]1([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([OH:17])[CH:12]=2)[O:8][CH:7]([CH3:9])[CH2:6][N:5]([CH3:10])[CH2:4]1)[CH3:2].[BrH:19]

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 20517536HCID 20517536, compound

Product 2

HCID 260Hydrogen BromideHCID 20517527HCID 20517527, compound

Procedure

2-Ethyl-2-(3-methoxyphenyl)-4,6-dimethylmorpholine (7.0 g) was refluxed for 2.5 hours with aqueous 48% hydrobromic acid (50 ml). After removal of the solvent under reduced pressure the residue was re-evaporated using isopropyl alcohol to remove last traces of HBr and water. Fractional crystallisation of the residue (10.5 g) from isopropyl alcohol/ether gave 1.53 g of 95% stereochemically pure title compound isomer A hydrobromide (m.p. 241°-5° C.).

Workup

  1. customAfter removal of the solvent under reduced pressure the residue
  2. customwas re-evaporated
  3. customto remove last traces of HBr and water
  4. customFractional crystallisation of the residue (10.5 g) from isopropyl alcohol/ether

Sources & evidence

ORD record
ord-44fb6afb20ca41ceb34e7cd0a5091a6b
Source dataset
uspto-grants-1982_11
Patent number
US04360519

Reaction notes

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