Hydrochloric Acid → HCID 70237563, compound

HRID 1383757Notes

Reaction equation

HRID 1383757 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].[CH2:24](O)C>>[ClH:23].[ClH:23].[N:9]1([CH2:8][CH2:7][O:6][CH2:5][C:3]([O:2][CH2:1][CH3:24])=[O:4])[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]1

Participants

5

Reactant 4

HCID 313Hydrochloric Acid2×HCID 702Ethanol3×HCID 962WaterHCID 21188359HCID 21188359, compound

Product 1

HCID 70237563HCID 70237563, compoundYield 97.3%

Procedure

2 g (0.0066 mol) of tert-butyl 4-(2-methoxycarbonylmethoxyethyl)piperazine-1-carboxylate prepared in Example I.4.3. are dissolved in 10 ml of ethanol in a 50 ml three-necked round-bottomed flask fitted with a water-cooled condenser and a mechanical stirrer. 11 ml of a 3.8M solution of hydrochloric acid in ethanol are added in a single portion with stirring. The mixture is stirred at room temperature for 30 minutes and a further 11 ml of a 3.8M solution of hydrochloric acid in ethanol are added. The mixture is brought at the reflux temperature for 4 hours. The solvent is removed on a rotary evaporator under reduced pressure. 1.86 g (97.3%) of ethyl 2-(1-piperazinyl)-ethoxyacetate dihydrochloride are obtained in the form of a pale yellow oil which crystallizes. NMR: δ: 1.21 (3H, t, 7.1 Hz); 3.37 (2H, t, 4.8 Hz); 3.46 (1H, m); 3.55 (4H, m); 3.91 (2H, t, 4.8 Hz); 4.14 (2H, q, 7.1 Hz); 4.18 (2H, s); 10.1 (1H, bs); 12 (1H, bs). Mass spectrum: 216 (M+·).

Workup

  1. temperaturecooled condenser and a mechanical stirrer
  2. stirringThe mixture is stirred at room temperature for 30 minutes
  3. customThe solvent is removed on a rotary evaporator under reduced pressure

Sources & evidence

ORD record
ord-9c8dc448664348f7a5a0b7847b747da5
Source dataset
uspto-grants-2001_07
Patent number
US06255487B1

Reaction notes

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