Piperazine → HCID 54471836, compound

HRID 442704

Reaction equation

HRID 442704 reaction equation
[O:1]1[CH:3]([CH2:4][O:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])[CH2:2]1.[NH:24]1[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]1.C(=O)([O-])[O-].[K+].[K+].C(Cl)(Cl)Cl>CN(C)C=O>[OH:1][CH:3]([CH2:4][O:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])[CH2:2][N:24]1[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]1

Participants

6

Reactant 4

HCID 4837PiperazineHCID 6212ChloroformHCID 11430Potassium CarbonateHCID 61831Oxirane, 2-[(octadecyloxy)methyl]-

Product 1

HCID 54471836HCID 54471836, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

1,2-Epoxy-3-octadecyloxypropane (5.0 g, 15.3 mmol) is added to a mixture of piperazine (1.94 g, 22.5 mmol) and anhydrous potassium carbonate (100 mg) in dimethyl formamide (60 mL) over a 30 minute period under a nitrogen atmosphere. The resultant mixture is stirred at 80°-90° C. (oil bath temperature) for 48 hours. The reaction mixture is cooled to room temperature and concentrated in vacuo to leave a residue. The residue is stirred with chloroform (125 mL). The undissolved material is filtered in vacuo, and the filtrate is concentrated in vacuo, purified by chromatography and dried in vacuo to afford 1-[2'-hydroxy-3'-octadecyloxypropyl]-piperazine.

Workup

  1. concentrationconcentrated in vacuo
  2. customto leave a residue
  3. filtrationThe undissolved material is filtered in vacuo
  4. concentrationthe filtrate is concentrated in vacuo
  5. custompurified by chromatography
  6. customdried in vacuo

Sources & evidence

ORD record
ord-5c6efe180eae410283b11c8a74baa6f1
Source dataset
uspto-grants-1999_04
Patent number
US05891881

Linked notes

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