Water → HCID 57930971, compound

HRID 1096988Notes

Reaction equation

HRID 1096988 reaction equation
Br[CH2:2][C:3]([C:5]1[C:14]([O:15][CH3:16])=[CH:13][C:8]([C:9]([O:11][CH3:12])=[O:10])=[CH:7][C:6]=1[O:17][CH3:18])=[O:4].[N-:19]=[N+:20]=[N-:21].[Na+].O>CN(C=O)C>[N:19]([CH2:2][C:3]([C:5]1[C:14]([O:15][CH3:16])=[CH:13][C:8]([C:9]([O:11][CH3:12])=[O:10])=[CH:7][C:6]=1[O:17][CH3:18])=[O:4])=[N+:20]=[N-:21]

Participants

5

Reactant 3

HCID 962WaterHCID 33557Sodium AzideHCID 57930903HCID 57930903, compound

Product 1

HCID 57930971HCID 57930971, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Methyl 4-(bromoacetyl)-3,5-dimethoxybenzoate was dissolved in DMF, sodium azide (96 mg) was added to it, and stirred at room temperature for 1 hour. The reaction liquid was poured into water, extracted with ethyl acetate, the organic layer was washed with water and saturated saline water, and dried with sodium sulfate. Sodium sulfate was removed through filtration, and the filtrate was concentrated under reduced pressure. The residue was purified through silica gel column chromatography (hexane/ethyl acetate=100/0 to 60/40) to obtain the title compound.

Workup

  1. customThe reaction liquid
  2. extractionextracted with ethyl acetate
  3. washthe organic layer was washed with water and saturated saline water
  4. dry with materialdried with sodium sulfate
  5. customSodium sulfate was removed through filtration
  6. concentrationthe filtrate was concentrated under reduced pressure
  7. customThe residue was purified through silica gel column chromatography (hexane/ethyl acetate=100/0 to 60/40)

Sources & evidence

ORD record
ord-b4e0552341144231b63a2fa56ff818e9
Source dataset
uspto-grants-2012_03
Patent number
US08138197B2

Reaction notes

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