4-(3-Hydroxypropyl)piperazine-1-carbaldehyde → Piperazin-1-ylpropanol

HRID 2180140Notes

Reaction equation

HRID 2180140 reaction equation
[OH:1][CH2:2][CH2:3][CH2:4][N:5]1[CH2:10][CH2:9][N:8](C=O)[CH2:7][CH2:6]1>CO.Cl>[N:5]1([CH2:4][CH2:3][CH2:2][OH:1])[CH2:10][CH2:9][NH:8][CH2:7][CH2:6]1

Participants

4

Reactant 1

HCID 224900314-(3-Hydroxypropyl)piperazine-1-carbaldehyde

Product 1

HCID 79207Piperazin-1-ylpropanolYield 63.1%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 887MethanolSolvent

Procedure

A solution of 4-(3-hydroxypropyl)-1-piperazinecarboxaldehyde (4.45 g) in methanol (10 ml) and 4N aqueous hydrogen chloride (15 ml) was stirred at ambient temperature for 3 hours. The volatiles were removed under vacuum and the residue was partitioned between trichloromethane and aqueous sodium hydroxide (40%). The organic layer was separated, washed with brine, dried (MgSO4) and evaporated to give 3-(piperazin-1-yl)propan-1-ol (2.35 g).

Workup

  1. customThe volatiles were removed under vacuum
  2. customthe residue was partitioned between trichloromethane and aqueous sodium hydroxide (40%)
  3. customThe organic layer was separated
  4. washwashed with brine
  5. dry with materialdried (MgSO4)
  6. customevaporated

Sources & evidence

ORD record
ord-6660a21346944456979e281ff784a538
Source dataset
uspto-grants-2005_05
Patent number
US06887874B2

Reaction notes

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