Sodium Azide → HCID 11769343, compound

HRID 352166Notes

Reaction equation

HRID 352166 reaction equation
Br[CH2:2][C:3]1[CH:4]=[C:5]([CH:10]=[CH:11][CH:12]=1)[C:6]([O:8][CH3:9])=[O:7].[N-:13]=[N+:14]=[N-:15].[Na+]>CN(C=O)C.CCOC(C)=O>[N:13]([CH2:2][C:3]1[CH:4]=[C:5]([CH:10]=[CH:11][CH:12]=1)[C:6]([O:8][CH3:9])=[O:7])=[N+:14]=[N-:15]

Participants

5

Reactant 2

HCID 33557Sodium AzideHCID 517981Methyl 3-(bromomethyl)benzoate

Product 1

HCID 11769343HCID 11769343, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of methyl 3-(bromomethyl)benzoate in DMF (55 ml) under N2 was added sodium azide (10.39 g, 160 mmol) and stirred for 3 h. The solution was diluted with EtOAc, washed (water twice, then brine), dried (MgSO4), filtered, and concentrated to give the title compound. This material was used without further purification. MS (EI+) (m/z)=101.1 [M++1]

Workup

  1. washwashed (water twice
  2. dry with materialbrine), dried (MgSO4)
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-b8154dc22f034e88bbf39d9bd05a8495
Source dataset
uspto-grants-2004_06
Patent number
US06743794B2

Reaction notes

Loading…