Hydrogen Bromide → HCID 23298497, compound

HRID 1953635Notes

Reaction equation

HRID 1953635 reaction equation
Cl.[NH2:2][CH:3]1[CH2:12][CH2:11][C:10]2[C:5](=[CH:6][CH:7]=[C:8]([O:13]C)[CH:9]=2)[C:4]1=[O:15].[BrH:16]>>[BrH:16].[NH2:2][CH:3]1[CH2:12][CH2:11][C:10]2[C:5](=[CH:6][CH:7]=[C:8]([OH:13])[CH:9]=2)[C:4]1=[O:15]

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 13162186HCID 13162186, compound

Product 1

HCID 23298497HCID 23298497, compoundYield 63%

Conditions

Temperature
100 °C

Procedure

A mixture of 2-amino-6-methoxy-1-tetralone hydrochloride (2 g, 8.79 mmol) and 48% hydrobromic acid (60 mL) was stirred at 100° C. for 2 hours and then increased to 130° C. for additional 100 minutes. The resulting solution was concentrated. The crude product was subjected to re-evaporation with dry toluene and hexane. Upon adding a small amount of ethanol and hexane, a white salt precipitated which was removed. Upon concentrating the filtrate, a purple solid (1.43 g, 63%) resulted.

Workup

  1. temperatureincreased to 130° C. for additional 100 minutes
  2. concentrationThe resulting solution was concentrated
  3. customThe crude product was subjected to re-evaporation with dry toluene and hexane
  4. additionUpon adding a small amount of ethanol and hexane
  5. customa white salt precipitated which
  6. customwas removed
  7. concentrationUpon concentrating the filtrate

Sources & evidence

ORD record
ord-6fc148abc69843c591fb08efa9ef48af
Source dataset
uspto-grants-2000_09
Patent number
US06117910

Reaction notes

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