Hydrogen Bromide → HCID 70471019, compound

HRID 358007Notes

Reaction equation

HRID 358007 reaction equation
C([NH:4][C:5]1([C:17]([O:19]C)=[O:18])[CH2:14][CH2:13][C:12]2[C:7](=[CH:8][CH:9]=[C:10]([O:15]C)[CH:11]=2)[CH2:6]1)(=O)C.[BrH:21]>>[BrH:21].[NH2:4][C:5]1([C:17]([OH:19])=[O:18])[CH2:14][CH2:13][C:12]2[C:7](=[CH:8][CH:9]=[C:10]([OH:15])[CH:11]=2)[CH2:6]1

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 20450114HCID 20450114, compound

Product 1

HCID 70471019HCID 70471019, compound

Procedure

Optical isomer A of methyl 2-acetylamino-6-methoxy-1,2,3,4-tetrahydronaphthalene-2-carboxylate (3.45 g., 12.5 mM) was added to 48% w/v aqueous hydrobromic acid (34 ml.). The mixture was stirred and refluxed for 4 hr. The mixture was cooled, whereupon the product crystallised. It was collected by filtration and washed with ethyl acetate. The solid was dried in vacuo at 60° to give optical isomer A of 2-amino-6-hydroxy-1,2,3,4-tetrahydronaphthalene-2-carboxylic acid hydrobromide.

Workup

  1. temperaturerefluxed for 4 hr
  2. temperatureThe mixture was cooled, whereupon the product
  3. customcrystallised
  4. filtrationIt was collected by filtration
  5. washwashed with ethyl acetate
  6. customThe solid was dried in vacuo at 60°

Sources & evidence

ORD record
ord-7ccf671cc9e54ddca4fc4e64e2e25c8d
Source dataset
uspto-grants-1984_08
Patent number
US04464358

Reaction notes

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