Hydrochloric Acid → HCID 58919487, compound

HRID 706958Notes

Reaction equation

HRID 706958 reaction equation
Cl.[N:2]1([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.[N:15]([O-])=[O:16].[Na+].[OH-].[Na+]>O.ClCCl>[N:15]([N:5]1[CH2:6][CH2:7][N:2]([C:8]([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=[O:9])[CH2:3][CH2:4]1)=[O:16]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 143452tert-Butyl piperazine-1-carboxylateHCID 23668193Sodium Nitrite

Product 1

HCID 58919487HCID 58919487, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent

Procedure

In a 500 mL round-bottomed flask, 6N aqueous HCl (30 mL) was cooled to −10° C., and tert-butyl piperazine-1-carboxylate (10 g) was added. Sodium nitrite (4.5 g) dissolved in 35 ml water was added slowly. NaOH (10 g in 20 mL water) was used to neutralize the solution. Dichloromethane (3×50 mL) was used to extract the product. After drying over Na2SO4 and filtration, the solution was concentrated. The crude product was added to a silica gel column (Analogix, SF65-400 g,) and purified by eluting with 0-30% ethyl acetate in hexane.

Workup

  1. additionwas added slowly
  2. extractionto extract the product
  3. dry with materialAfter drying over Na2SO4 and filtration
  4. concentrationthe solution was concentrated
  5. additionThe crude product was added to a silica gel column (Analogix
  6. customSF65-400 g,) and purified
  7. washby eluting with 0-30% ethyl acetate in hexane

Sources & evidence

ORD record
ord-39f36d53ef084ced94b1f887e2e91a96
Source dataset
uspto-grants-2015_11
Patent number
US09174982B2

Reaction notes

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