Hydrochloric Acid → HCID 178520891, compound

HRID 1403125Notes

Reaction equation

HRID 1403125 reaction equation
[CH2:1]([N:8]([CH2:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)[C@H:9]1[CH2:14][CH2:13][C@H:12]([O:15][CH2:16][CH2:17][CH2:18][O:19]C2CCCCO2)[CH2:11][CH2:10]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.C(=O)(O)[O-].[Na+]>CO.O1CCOCC1>[CH2:26]([N:8]([CH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)[C@H:9]1[CH2:10][CH2:11][C@H:12]([O:15][CH2:16][CH2:17][CH2:18][OH:19])[CH2:13][CH2:14]1)[C:27]1[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 178420355HCID 178420355, compound

Product 1

HCID 178520891HCID 178520891, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

trans-N,N-Dibenzyl-4-[3-(tetrahydro-2H-pyran-2-yloxy)propoxy]cyclohexanamine (170 ml) was dissolved in methanol (1 mL), and a 4 M solution (972 μL) of hydrogen chloride in 1,4-dioxane was added thereto, followed by stirring at room temperature for 2 hours. The reaction solution was neutralized with a saturated aqueous sodium bicarbonate solution and extracted with ethyl acetate. The organic layer was washed with saturated brine and then dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure to obtain 3-{[trans-4-(dibenzylamino)cyclohexyl]oxy}propan-1-ol (110 mg).

Workup

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-49f3b805d8fc44d2ae5ee7bd8de37e5b
Source dataset
uspto-grants-2014_12
Patent number
US08912180B2

Reaction notes

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