Morpholine → HCID 178511580, compound

HRID 1517655Notes

Reaction equation

HRID 1517655 reaction equation
C([N:8](CC1C=CC=CC=1)[CH:9]1[CH2:14][CH2:13][C:12](=O)[CH2:11][CH2:10]1)C1C=CC=CC=1.[NH:23]1[CH2:28][CH2:27][O:26][CH2:25][CH2:24]1.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].C(=O)([O-])[O-].[K+].[K+]>ClCCl.O>[O:26]1[CH2:27][CH2:28][N:23]([C@H:12]2[CH2:13][CH2:14][C@H:9]([NH2:8])[CH2:10][CH2:11]2)[CH2:24][CH2:25]1

Participants

7

Reactant 4

HCID 8083MorpholineHCID 11430Potassium CarbonateHCID 5049666Sodium triacetoxyborohydrideHCID 220099024-(Dibenzylamino)cyclohexan-1-one

Product 1

HCID 178511580HCID 178511580, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent

Procedure

3.9 g (30 mmol) 4-dibenzylaminocyclohexanone are dissolved in 100 ml dichloromethane and stirred with 3.9 g (45 mmol) morpholine and 9.5 g (45 mmol) sodium triacetoxyborohydride for 12 h at RT. Then the mixture is combined with water and potassium carbonate, the organic phase is separated off, dried and the solvent is eliminated in vacuo. The residue is purified through a silica gel column (approx 20 ml silica gel; approx 500 ml of ethyl acetate 90/methanol 10+1% conc. ammonia). The required fractions are evaporated down in vacuo.

Workup

  1. customthe organic phase is separated off
  2. customdried
  3. customThe residue is purified through a silica gel column (approx 20 ml silica gel; approx 500 ml of ethyl acetate 90/methanol 10+1% conc. ammonia)
  4. customThe required fractions are evaporated down in vacuo

Sources & evidence

ORD record
ord-a2dfe94ceb2340df987fa4681c2cd094
Source dataset
uspto-grants-2012_07
Patent number
US08232286B2

Reaction notes

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