Hydrochloric Acid → HCID 20099279, compound

HRID 747847Notes

Reaction equation

HRID 747847 reaction equation
[Cl:1][C:2]1[CH:22]=[CH:21][C:5]([CH2:6][N:7]2[CH2:12][CH2:11][N:10](C(OC(C)(C)C)=O)[CH2:9][C:8]2=[O:20])=[CH:4][CH:3]=1.Cl>C(OCC)(=O)C>[Cl:1][C:2]1[CH:22]=[CH:21][C:5]([CH2:6][N:7]2[CH2:12][CH2:11][NH:10][CH2:9][C:8]2=[O:20])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 59750507HCID 59750507, compound

Product 1

HCID 20099279HCID 20099279, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A cold (0° C.) solution of tert-Butyl 4-(4-chlorobenzyl)-3-oxopiperazine-1-carboxylate (3.2 g, 9.9 mmol) in ethyl acetate (100 mL) was saturated with HCl gas. The resultant mixture was stirred at 0° C. for 1 h. The product mixture was concentrated under vacuum. The residue was treated with dichloromethane saturated with ammonia gas. The resultant chalky mixture was filtered, and the filtrate concentrated under vacuum. The residue was diluted with benzene and concentrated under vacuum to provide 1-(4-chlorobenzyl)-piperazin-2-one.

Workup

  1. concentrationThe product mixture was concentrated under vacuum
  2. additionThe residue was treated with dichloromethane saturated with ammonia gas
  3. filtrationThe resultant chalky mixture was filtered
  4. concentrationthe filtrate concentrated under vacuum
  5. additionThe residue was diluted with benzene
  6. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-77f5c2be9b6d4122a5b71047f92d9619
Source dataset
uspto-grants-2008_07
Patent number
US07399763B2

Reaction notes

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