Hydrogen Bromide → 3-(7-Methyl-6-azabicyclo[3.2.1]octan-1-yl)phenol--hydrogen bromide (1/1)

HRID 1580145Notes

Reaction equation

HRID 1580145 reaction equation
Cl.C[O:3][C:4]1[CH:5]=[C:6]([C:10]23[CH2:18][CH:14]([NH:15][CH:16]2[CH3:17])[CH2:13][CH2:12][CH2:11]3)[CH:7]=[CH:8][CH:9]=1.[BrH:19]>>[BrH:19].[OH:3][C:4]1[CH:5]=[C:6]([C:10]23[CH2:18][CH:14]([NH:15][CH:16]2[CH3:17])[CH2:13][CH2:12][CH2:11]3)[CH:7]=[CH:8][CH:9]=1

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 21564931HCID 21564931, compound

Product 1

HCID 30457323-(7-Methyl-6-azabicyclo[3.2.1]octan-1-yl)phenol--hydrogen bromide (1/1)

Procedure

A mixture of 5.22 g of 1-(3-methoxyphenyl)-7-methyl-6-azabicyclo[3,2,1]octane hydrochloride and 52 ml of 47 % aqueous hydrobromic acid is refluxed for one hour under heating. After cooling, the crystalline precipitate is collected by filtration. The precipitate is recrystallized from a mixture of methanol and ether. 5.48 g of 1-(3-hydroxyphenyl)-7-methyl-6-azabicyclo[3,2,1]octane hydrobromide are obtained. M.p. 282°-284°C.

Workup

  1. temperatureis refluxed for one hour
  2. temperatureunder heating
  3. temperatureAfter cooling
  4. filtrationthe crystalline precipitate is collected by filtration
  5. customThe precipitate is recrystallized from a mixture of methanol and ether

Sources & evidence

ORD record
ord-b66b9264cdc44c39aad01eeca89c881b
Source dataset
uspto-grants-1976_01
Patent number
US03932429

Reaction notes

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