Sodium Bicarbonate → Ethyl piperazine-1-acetate

HRID 1433143Notes

Reaction equation

HRID 1433143 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH2:10][CH2:9]1)=O)(C)(C)C.C(=O)(O)[O-].[Na+]>FC(F)(F)C(O)=O>[CH2:18]([O:17][C:15](=[O:16])[CH2:14][N:11]1[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1)[CH3:19]

Participants

4

Reactant 2

HCID 516892Sodium BicarbonateHCID 22321826tert-Butyl 4-(2-ethoxy-2-oxoethyl)piperazine-1-carboxylate

Product 1

HCID 207112Ethyl piperazine-1-acetate

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of 4-ethoxycarbonylmethyl-piperazine-1-carboxylic acid tert-butyl ester in 90% trifluroacetic acid (5 ml) was stirred for 3 h. The mixture was basified with saturated sodium bicarbonate solution and concentrated. The residue was triturated with ethylacetate (30 ml) and filtered. The filtrate was concentrated to leave piperazin-1-yl-acetic acid ethyl ester as a yellow oil (ca 1.5 g)

Workup

  1. concentrationconcentrated
  2. customThe residue was triturated with ethylacetate (30 ml)
  3. filtrationfiltered
  4. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-af938514c5d94ba69279ae45187d08c5
Source dataset
uspto-grants-2009_11
Patent number
US07612201B2

Reaction notes

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