Sodium Hydroxide → HCID 58235963, compound

HRID 1193359Notes

Reaction equation

HRID 1193359 reaction equation
CC1(C)[C@@H]2CC[C@@]1(CS(O)(=O)=O)C(=O)C2.[CH3:16][N:17]1[CH2:22][CH2:21][N:20]([C@@H:23]2[CH2:28][CH2:27][CH2:26][C@H:25]([NH:29][C:30](=[O:39])[O:31][CH2:32][C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=3)[CH2:24]2)[CH2:19][CH2:18]1.[OH-].[Na+]>C1(C)C=CC=CC=1.O>[CH3:16][N:17]1[CH2:18][CH2:19][N:20]([C@@H:23]2[CH2:28][CH2:27][CH2:26][C@H:25]([NH:29][C:30](=[O:39])[O:31][CH2:32][C:33]3[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=3)[CH2:24]2)[CH2:21][CH2:22]1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 86663380HCID 86663380, compound

Product 1

HCID 58235963HCID 58235963, compoundYield 96%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 1140TolueneSolvent2×

Procedure

Benzyl (1S,3R)-3-(4-methylpiperazin-1-yl)cyclohexylcarbamate ((1S,4R)-7,7-dimethyl-2-oxobicyclo[2.2.1]heptan-1-yl)methanesulfonate (30. g, 5.32 mmol, 1.0 eq.) was taken up in toluene (15 ml); a solution of NaOH (0.234 g, 5.852 mmol, 1.1 eq.) in water (15 ml) was added and stirring was carried out for 30 minutes at RT. The reaction mixture was diluted with toluene (15 ml) and the phases were separated. The org. phase was washed with sat. NaCl solution (15 ml), dried over sodium sulfate and concentrated under reduced pressure. Yield: 96% (1.7 g, 5.13 mmol)

Workup

  1. customthe phases were separated
  2. washphase was washed with sat. NaCl solution (15 ml)
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-052c6ac35bda413fa747002b97d8c265
Source dataset
uspto-grants-2014_03
Patent number
US08680159B2

Reaction notes

Loading…