Hydrochloric Acid → HCID 67094508, compound

HRID 2065478Notes

Reaction equation

HRID 2065478 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.C1(C)C=CC=CC=1.[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 1140TolueneHCID 8083MorpholineHCID 51700761-Benzyl-2-piperidone

Product 1

HCID 67094508HCID 67094508, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
20 °C

Procedure

10.00 kg (52.84 mol) 1-benzylpiperidone (K) were taken and 9.21 kg (105.68 mol) morpholine (L) as well as 50.0 L toluene were added. Then the reaction mixture obtained was heated to reflux temperature using the water separator (110° C.) and stirred until no more water separated off. Then the mixture was hydrogenated at 4 bar and an internal temperature of 60° C. in the presence of 0.50 kg Raney nickel catalyst in 6 L ethanol. The catalyst was separated off and washed with 20 L ethanol. Then the solvent was distilled off completely in vacuo. Then 80.0 L ethanol were added and at 50° C. 16.05 kg (132.10 mol) hydrochloric acid (30%) 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. temperatureto reflux temperature
  4. customseparator (110° C.)
  5. customseparated off
  6. customan internal temperature of 60° C.
  7. customThe catalyst was separated off
  8. washwashed with 20 L ethanol
  9. distillationThen the solvent was distilled off completely in vacuo
  10. additionThen 80.0 L ethanol were added and at 50° C
  11. customdried

Sources & evidence

ORD record
ord-f501e89ee4d94fbf8aecec4f4939ad3c
Source dataset
uspto-grants-2012_10
Patent number
US08288531B2

Reaction notes

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