Potassium tertbutoxide → HCID 69052229, compound

HRID 1434526Notes

Reaction equation

HRID 1434526 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[NH:11][C:12](=[O:19])[O:13][CH2:14][CH2:15][CH2:16][CH2:17]Cl.[K].CC(C)([O-])C>CN(C=O)C>[CH3:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[N:11]1[CH2:17][CH2:16][CH2:15][CH2:14][O:13][C:12]1=[O:19]

Participants

4

Reactant 2

HCID 50987170Potassium tertbutoxideHCID 69054781HCID 69054781, compound

Product 1

HCID 69052229HCID 69052229, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Conditions

Temperature
90 °C

Procedure

20.2 g (63.4 mmol) 4-chlorobutyl (2-methyl-4-nitro-phenyl)-carbamate are dissolved in 500 ml DMF and added to a suspension of 7.8 g (69.8 mmol) potassium-tert.-butoxide in 500 ml DMF. The reaction solution is stirred for four hours at 90° C.; then the solvent is eliminated in vacuo using the rotary evaporator. The residue is combined with water and extracted three times with ethyl acetate. The combined organic phases are extracted twice with sat. ammonium chloride solution, then dried over sodium sulphate and filtered. The filtrate is evaporated to dryness i. vac. The residue is purified by reversed phase HPLC.

Workup

  1. customthe rotary evaporator
  2. extractionextracted three times with ethyl acetate
  3. extractionThe combined organic phases are extracted twice with sat. ammonium chloride solution
  4. dry with materialdried over sodium sulphate
  5. filtrationfiltered
  6. customThe filtrate is evaporated to dryness i
  7. customThe residue is purified by reversed phase HPLC

Sources & evidence

ORD record
ord-fe61ca974382444e926726713757ed68
Source dataset
uspto-grants-2009_11
Patent number
US07615549B2

Reaction notes

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