Hydrochloric Acid → HCID 67094508, compound

HRID 2065477Notes

Reaction equation

HRID 2065477 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][CH2:11][CH2:10][C:9]1=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH:15]1[CH2:20][CH2:19][O:18][CH2:17][CH2:16]1.C(OC(=O)C)(C)C.[ClH:28]>O>[ClH:28].[ClH:28].[C:2]1([CH2:1][N:8]2[CH2:13][CH2:12][CH:11]([N:15]3[CH2:20][CH2:19][O:18][CH2:17][CH2:16]3)[CH2:10][CH2:9]2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 7915Isopropyl AcetateHCID 8083MorpholineHCID 51700761-Benzyl-2-piperidone

Product 1

HCID 67094508HCID 67094508, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
95 °C

Procedure

10.00 kg (52.84 mol) 1-benzylpiperidone (K) were taken and 9.21 kg (105.68 mol) morpholine (L) and 30.0 L isopropylacetate were added. Then the reaction mixture obtained was heated to reflux temperature (95° C.) using the water separator and stirred until no more water separated off. Then the mixture was hydrogenated at 4 bar and at an internal temperature of 60° C. in the presence of 0.50 kg Raney nickel catalyst. Then the solvent was completely distilled off in vacuo. Then 45.0 L ethanol were added and 10.87 kg (116.25 mol) ethanolic 10-mol hydrochloric acid were metered in. The resulting suspension was cooled to 20° C. and stirred for 30 minutes at 20° C. The product was centrifuged off and dried.

Workup

  1. customThen the reaction mixture obtained
  2. temperaturewas heated
  3. customseparated off
  4. customwas hydrogenated at 4 bar and at an internal temperature of 60° C. in the presence of 0.50 kg Raney nickel catalyst
  5. distillationThen the solvent was completely distilled off in vacuo
  6. additionThen 45.0 L ethanol were added
  7. temperatureThe resulting suspension was cooled to 20° C.
  8. customdried

Sources & evidence

ORD record
ord-6063ba182b73440a82986bb9f4d38638
Source dataset
uspto-grants-2012_10
Patent number
US08288531B2

Reaction notes

Loading…