Sodium Carbonate → HCID 68695725, compound

HRID 2245864Notes

Reaction equation

HRID 2245864 reaction equation
C(=O)([O-])[O-].[Na+].[Na+].[NH:7]1[CH2:13][CH2:12][CH2:11][NH:10][CH2:9][CH2:8]1.Br[CH2:15][CH2:16][CH2:17][C:18]([O:20][CH2:21][CH3:22])=[O:19]>CC#N>[CH2:21]([O:20][C:18](=[O:19])[CH2:17][CH2:16][CH2:15][N:7]1[CH2:13][CH2:12][CH2:11][NH:10][CH2:9][CH2:8]1)[CH3:22]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 68163Hexahydro-1,4-diazepineHCID 76300Ethyl 4-bromobutyrate

Product 1

HCID 68695725HCID 68695725, compoundYield 88.7%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Sodium carbonate (2.12 g) was added to the solution of homopiperazine (10.0 g; 5 eq.) and ethyl 4-bromobutyrate (3.90 g; 1 eq.) in CH3CN (120 mL). The reaction was stirred at room temperature for 6 h. The reaction mixture was filtered thru a celite pad. The filtrate was concentrated. The remaining residual was dissolved in CHCl3 (120 mL), washed by H2O (50 mL×3) and brine (50 mL×1), dried by Na2SO4 and concentrated to give 4-[1,4]diazepan-1-yl-butyric acid ethyl ester (3.8 g), which was carried on for the next step without further purification.

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationThe filtrate was concentrated
  3. dissolutionThe remaining residual was dissolved in CHCl3 (120 mL)
  4. washwashed by H2O (50 mL×3) and brine (50 mL×1)
  5. dry with materialdried by Na2SO4
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-ab43f0b74d5c4473bc3b4ea1ad122c41
Source dataset
uspto-grants-2010_03
Patent number
US07683168B2

Reaction notes

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