Diethyl Carbonate → HCID 68455588, compound

HRID 2357676Notes

Reaction equation

HRID 2357676 reaction equation
C[CH2:2][O-:3].[Na+].[H-].[Na+].C(=O)(OCC)OCC.[C:15]([N:22]1[CH2:27][CH2:26][NH:25][C@H:24]([CH2:28][OH:29])[CH2:23]1)([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16]>CCO>[O:3]=[C:2]1[N:25]2[CH2:26][CH2:27][N:22]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:23][C@H:24]2[CH2:28][O:29]1

Participants

6

Reactant 4

HCID 7766Diethyl CarbonateHCID 24758Sodium hydrideHCID 2723922Sodium ethoxideHCID 24820294tert-butyl (3S)-3-(hydroxymethyl)piperazine-1-carboxylate

Product 1

HCID 68455588HCID 68455588, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

A NaOEt solution, prepared from sodium hydride (60% dispersion in mineral oil) (0.990 g, 26 mmol) and 100 mL EtOH, diethyl carbonate (9.00 mL, 74 mmol) and (S)-4-N-BOC-2-hydroxymethyl-piperazine (2.17 g, 10 mmol) was heated at 80° C. The reaction was cooled to RT and filtered. The filtrate was concentrated to dryness to give an off-white amorphous solid.

Workup

  1. temperatureThe reaction was cooled to RT
  2. filtrationfiltered
  3. concentrationThe filtrate was concentrated to dryness
  4. customto give an off-white amorphous solid

Sources & evidence

ORD record
ord-d6086b2cb8124cd29bafaf07cf4d606a
Source dataset
uspto-grants-2010_07
Patent number
US07759337B2

Reaction notes

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