Hydrogen Bromide → HCID 67495975, compound

HRID 1920559Notes

Reaction equation

HRID 1920559 reaction equation
[Br-:1].C([O:6][C:7]([CH2:9][CH2:10][CH2:11][N+:12]12[CH2:19][CH2:18][CH:15]([CH2:16][CH2:17]1)[C@@H:14]([O:20][C:21](=[O:36])[C:22]([OH:35])([C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[CH2:13]2)=[O:8])(C)(C)C.Br>C(Cl)Cl>[Br-:1].[C:7]([CH2:9][CH2:10][CH2:11][N+:12]12[CH2:19][CH2:18][CH:15]([CH2:16][CH2:17]1)[C@@H:14]([O:20][C:21](=[O:36])[C:22]([OH:35])([C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)[C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=1)[CH2:13]2)([OH:8])=[O:6]

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 67496432HCID 67496432, compound

Product 1

HCID 67495975HCID 67495975, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirred solution of (R)-1-(3-tert-Butoxycarbonyl-propyl)-3-(2-hydroxy-2,2-diphenyl-acetoxy)-1-azonia-bicyclo[2.2.2]octane bromide [Example 163] (0.2 g, 0.41 mmol) in methylene chloride (1.5 ml) under an argon atmosphere at room temperature is added hydrobromic acid (33% in acetic acid, 0.36 ml). After stirring at room temperature for 30 minutes, concentration is followed by dissolution in water/acetonitrile and stirring for a further 30 minutes. Concentration then gives the title product.

Workup

  1. concentrationconcentration
  2. dissolutionis followed by dissolution in water/acetonitrile
  3. stirringstirring for a further 30 minutes
  4. concentrationConcentration

Sources & evidence

ORD record
ord-c97e96a6899f4015966d249108441975
Source dataset
uspto-grants-2012_05
Patent number
US08168654B2

Reaction notes

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