Water → HCID 67364486, compound

HRID 2174527Notes

Reaction equation

HRID 2174527 reaction equation
[CH3:1][C:2]1([CH3:11])[CH2:7][C:6]([CH3:9])([CH3:8])[CH2:5][C:4](=O)[CH2:3]1.[C:12]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])(=[O:15])[NH:13][NH2:14].O>CN(C=O)C>[CH3:1][C:2]1([CH3:11])[CH2:7][C:6]([CH3:9])([CH3:8])[CH2:5][C:4](=[N:14][NH:13][C:12]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])[CH2:3]1

Participants

5

Reactant 3

HCID 962WaterHCID 70091tert-Butyl carbazateHCID 843993,3,5,5-Tetramethylcyclohexanone

Product 1

HCID 67364486HCID 67364486, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

3,3,5,5-Tetramethylcyclohexanone (7.7 g, 0.05 moles) was dissolved in DMF (50 mL) and t-butyl carbazate (6.6 g, 0.05 moles) was added to give a clear solution. Left to stand over the weekend. Poured into water and extracted into ethyl acetate. Washed with water and dried over anhydrous magnesium sulphate. Evaporated to give a white solid. Triturated with ether and dried in a desiccator to give the product as a white solid. (10.4 g, 78%). 1H NMR (300 MHz DMSO-d6) mixture of isomers 9.5 and 7.95 (brs, 1H), 2.95 (s, 1H), 2.75 (s, 1H), 2.1 (s, 2H), 1.95 (s, 2H), 1.4 (s, 9H), 0.9 (2s, 12H).

Workup

  1. customto give a clear solution
  2. waitLeft
  3. extractionextracted into ethyl acetate
  4. washWashed with water
  5. dry with materialdried over anhydrous magnesium sulphate
  6. customEvaporated
  7. customto give a white solid
  8. customTriturated with ether
  9. customdried in a desiccator

Sources & evidence

ORD record
ord-0bd28b6db07d4999b792ef208f77b9b9
Source dataset
uspto-grants-2015_06
Patent number
US09062004B2

Reaction notes

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