Hydrochloric Acid → HCID 21188365, compound

HRID 1383756Notes

Reaction equation

HRID 1383756 reaction equation
[CH3:1][O:2][C:3]([CH2:5][O:6][CH2:7][CH2:8][N:9]1[CH2:14][CH2:13][N:12](C(OC(C)(C)C)=O)[CH2:11][CH2:10]1)=[O:4].O.[ClH:23]>C(OCC)(=O)C>[ClH:23].[ClH:23].[N:9]1([CH2:8][CH2:7][O:6][CH2:5][C:3]([O:2][CH3:1])=[O:4])[CH2:10][CH2:11][NH:12][CH2:13][CH2:14]1

Participants

5

Reactant 3

HCID 313Hydrochloric Acid2×HCID 962WaterHCID 21188359HCID 21188359, compound

Product 1

HCID 21188365HCID 21188365, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent3×

Procedure

2 g (0.0066 mol) of tert-butyl 4-(2-methoxycarbonylmethoxyethyl)piperazine-1-carboxylate prepared in Example I.4.3. are dissolved in 5 ml of ethyl acetate in a 50 ml three-necked round-bottomed flask fitted with a water-cooled condenser and a mechanical stirrer. 20 ml of a 3M solution of hydrochloric acid in ethyl acetate are added in a single portion with stirring. The mixture is stirred at room temperature for 30 minutes. 5 ml of a 3M solution of hydrochloric acid in ethyl acetate are then added and stirring is continued for 30 minutes. The precipitate is filtered off and is washed with 2×5 ml of ethyl acetate. 1.68 g (93%) of methyl 2-(1-piperazinyl)ethoxyacetate dihydrochloride are obtained in the form of a beige-colored solid. NMR: δ: 3.4 (2H, t, 4.8 Hz), 3.47-3.65 (8H, m); 3.67 (3H, s); 3.92 (2H, t, 4.8 Hz); 4.21 (2H, s); 10.1 (2H, bs). Mass spectrum: 202 (M+·).

Workup

  1. temperaturecooled condenser and a mechanical stirrer
  2. stirringThe mixture is stirred at room temperature for 30 minutes
  3. stirringstirring
  4. filtrationThe precipitate is filtered off
  5. washis washed with 2×5 ml of ethyl acetate

Sources & evidence

ORD record
ord-7b42da98155c4e72b913dc554a180ee7
Source dataset
uspto-grants-2001_07
Patent number
US06255487B1

Reaction notes

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