Acetic Acid → HCID 54380935, compound

HRID 414744Notes

Reaction equation

HRID 414744 reaction equation
C(OC(OCC)OCC)C.[C:11](O)(=O)C.Cl.[CH2:16]([O:18][C:19](=[O:24])[CH2:20][CH2:21][CH2:22][NH2:23])[CH3:17].[N-:25]=[N+:26]=[N-:27].[Na+]>C(OCC)(=O)C>[CH2:16]([O:18][C:19](=[O:24])[CH2:20][CH2:21][CH2:22][N:23]1[CH:11]=[N:27][N:26]=[N:25]1)[CH3:17]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 31214Ethyl orthoformateHCID 33557Sodium AzideHCID 126496614-Aminobutyrate ethyl hydrochloride

Product 1

HCID 54380935HCID 54380935, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

4 ml of orthoformic acid triethyl ester and 6 ml of acetic acid are added to 0.84 g of 4-aminobutyric acid ethyl ester hydrochloride and 0.9 g of sodium azide and the whole is heated under reflux for 7 hours. After cooling, the reaction mixture is taken up in ethyl acetate and aqueous sodium bicarbonate solution, the organic phases are separated off and washed four times with aqueous sodium bicarbonate solution. After washing with water and brine, the ethyl acetate phase is dried over sodium sulphate and concentrated to form the title compound.

Workup

  1. temperaturethe whole is heated
  2. temperatureunder reflux for 7 hours
  3. temperatureAfter cooling
  4. customaqueous sodium bicarbonate solution, the organic phases are separated off
  5. washwashed four times with aqueous sodium bicarbonate solution
  6. washAfter washing with water and brine
  7. dry with materialthe ethyl acetate phase is dried over sodium sulphate
  8. concentrationconcentrated

Sources & evidence

ORD record
ord-2f72ddf3309d4ad39108ca2d77ebdfd4
Source dataset
uspto-grants-1988_12
Patent number
US04794109

Reaction notes

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