Ethanol → HCID 22061300, compound

HRID 2065481Notes

Reaction equation

HRID 2065481 reaction equation
[ClH:1].Cl.C1(C[N:10]2[CH2:15][CH2:14][CH:13]([N:16]3[CH2:21][CH2:20][O:19][CH2:18][CH2:17]3)[CH2:12][CH2:11]2)C=CC=CC=1.[H][H].C(O)C>CO.O.[Pd]>[ClH:1].[NH:10]1[CH2:15][CH2:14][CH:13]([N:16]2[CH2:21][CH2:20][O:19][CH2:18][CH2:17]2)[CH2:12][CH2:11]1

Participants

7

Reactant 3

HCID 702EthanolHCID 67094508HCID 67094508, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 22061300HCID 22061300, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 962WaterSolvent

Conditions

Temperature
60 °C

Procedure

30.00 kg (90.01 mol) 4-[1-(phenylmethyl)-4-piperidinyl]-morpholine-dihydrochloride (M) were dissolved in 67.5 L methanol and 20.0 L water. Then the mixture was hydrogenated at a pressure of 4 bar and an internal temperature of 50° C. in the presence of 1.80 kg palladium on charcoal until no further uptake of hydrogen could be detected. After the reaction had ended the catalyst was filtered off and washed with a mixture of 18.0 L methanol and 2.0 L water. The hydrogenation solution obtained was then transferred into a reactor and heated to 60° C. At 60° C. 540.0 L ethanol were metered in. The resulting suspension was cooled to 5° C. The product was centrifuged off and dried.

Workup

  1. customan internal temperature of 50° C.
  2. filtrationwas filtered off
  3. washwashed with a mixture of 18.0 L methanol and 2.0 L water
  4. customThe hydrogenation solution obtained
  5. customwas then transferred into a reactor
  6. customAt 60° C
  7. temperatureThe resulting suspension was cooled to 5° C
  8. customdried

Sources & evidence

ORD record
ord-62ba9f53f0394ab084085c566bae7682
Source dataset
uspto-grants-2012_10
Patent number
US08288531B2

Reaction notes

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