Sodium Hydroxide → HCID 178453649, compound

HRID 1486477Notes

Reaction equation

HRID 1486477 reaction equation
[C:1]([O:5][C:6]([NH:8][CH2:9][C@@H:10]1[CH2:15][CH2:14][C@H:13](C2C=C([N+]([O-])=O)C=CC=2C([O-])=O)[CH2:12][CH2:11]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[OH-:28].[Na+]>CO>[OH:28][C@@H:13]1[CH2:14][CH2:15][C@H:10]([CH2:9][NH:8][C:6](=[O:7])[O:5][C:1]([CH3:4])([CH3:3])[CH3:2])[CH2:11][CH2:12]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 178453590HCID 178453590, compound

Product 1

HCID 178453649HCID 178453649, compoundYield 88%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

cis-4-[(tert-Butoxycarbonyl)aminomethyl]cyclohexyl-4-nitrobenzoate (4.81 g, 12.7 mmol) was dissolved in methanol (345 mL) and sodium hydroxide (10.17 g, 254.2 mmol) was added. After 20 hours at room temperature, methanol was removed under vacuum. The residue was taken up in water and extracted with ethyl acetate. After drying the organic phase over sodium sulphate, and removing the drying agent and solvent residues under vacuum, the product was obtained at 88% yield (2.57 g), and was used without purification in the next reaction.

Workup

  1. custommethanol was removed under vacuum
  2. extractionextracted with ethyl acetate
  3. dry with materialAfter drying the organic phase over sodium sulphate
  4. customremoving the drying agent and solvent residues under vacuum
  5. customthe product was obtained at 88% yield (2.57 g)
  6. customwas used without purification in the next reaction

Sources & evidence

ORD record
ord-67d26505316a44d8b629fd557c54e10b
Source dataset
uspto-grants-2016_08
Patent number
US09428460B2

Reaction notes

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