Ammonia → HCID 117833822, compound

HRID 515923Notes

Reaction equation

HRID 515923 reaction equation
[Br:1][C:2]1[CH:11]=[C:10]([CH2:12]Br)[CH:9]=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5].[NH3:14]>CO>[NH2:14][CH2:12][C:10]1[CH:9]=[CH:8][C:3]([C:4]([O:6][CH3:7])=[O:5])=[C:2]([Br:1])[CH:11]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 19806367Methyl 2-bromo-4-(bromomethyl)benzoate

Product 1

HCID 117833822HCID 117833822, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

A solution of methyl 2-bromo-4-(bromomethyl)benzoate (4.57 g; 14.84 mmol) in 50 mL of methanol is added dropwise to a well-stirred solution of ammonia in methanol (7M; 315 mL) at ambient temperature, and the solution is then stirred for 3 hours. All the solvents are evaporated off and the residue is purified by chromatography over silica gel using dichloromethane-methanol as eluants to yield the title compound.

Workup

  1. customAll the solvents are evaporated off
  2. customthe residue is purified by chromatography over silica gel

Sources & evidence

ORD record
ord-c84466578b514f35b20262e291c424d9
Source dataset
uspto-grants-2015_08
Patent number
US09108983B2

Reaction notes

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