HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.8.0
  1. Home
  2. /Reaction

1,4-Dioxane → 1-Cyclopropylpiperazine

HRID 16779
Notes
Print preview

Reaction equation

HRID 16779 reaction equation
[CH:1]1([N:4]2[CH2:9][CH2:8][N:7](C(OC(C)(C)C)=O)[CH2:6][CH2:5]2)[CH2:3][CH2:2]1.O1CCOCC1>Cl>[CH:1]1([N:4]2[CH2:9][CH2:8][NH:7][CH2:6][CH2:5]2)[CH2:3][CH2:2]1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 312751,4-DioxaneHCID 20294524tert-Butyl 4-cyclopropylpiperazine-1-carboxylate

Product 1

HCID 47420041-CyclopropylpiperazineYield 59.8%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of tert-butyl 4-cyclopropylpiperazine-1-carboxylate (0.792 g, 3.50 mmol) in 4M HCl in 1,4-dioxane (4.37 mL, 17.50 mmol) was stirred at room temperature for 3 h under nitrogen. The reaction mixture was filtered and washed with ether to afford crude 1-cyclopropylpiperazine (0.659 g) as a white solid. The crude product was purified by ion exchange chromatography, using a SCX column. The desired product was eluted from the column using 3.5M NH3/MeOH and pure fractions were evaporated to dryness to afford 1-cyclopropylpiperazine (0.264 g, 59.7%) as a yellow oil.

Workup

  1. filtrationThe reaction mixture was filtered
  2. washwashed with ether
  3. customto afford crude 1-cyclopropylpiperazine (0.659 g) as a white solid
  4. customThe crude product was purified by ion exchange chromatography
  5. washThe desired product was eluted from the column
  6. customwere evaporated to dryness

Sources & evidence

ORD record
ord-7cd9b3c6ffb040d58b94fc1a4073fa4f
Source dataset
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07737149B2

Reaction notes

Loading…

On this pageParticipantsProcedureWorkupSources & evidenceReaction notes