Ammonia → n-Propyl 3-iminobutyrate

HRID 437725Notes

Reaction equation

HRID 437725 reaction equation
[NH3:1].[C:2]([O:8][CH2:9][CH2:10][CH3:11])(=[O:7])[CH2:3][C:4]([CH3:6])=O>C(OCC)C>[NH:1]=[C:4]([CH3:6])[CH2:3][C:2]([O:8][CH2:9][CH2:10][CH3:11])=[O:7]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 74507Propyl acetoacetate

Product 1

HCID 21426792n-Propyl 3-iminobutyrate

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Ammonia gas was passed into a stirred solution of n-propyl acetoacetate (prepared by the method of Fisher, J.A.C.S., 1934, 56, 1766; 72 g.) in diethyl ether (100 ml.) at ambient temperature for 20 hours. The solution was then dried over sodium sulphate, filtered and distilled under reduced pressure to give n-propyl 3-iminobutyrate (18.2 g.), b.p. 114°-118° C./20 mm Hg.

Workup

  1. customprepared by the method of Fisher, J.A.C.S
  2. dry with materialThe solution was then dried over sodium sulphate
  3. filtrationfiltered
  4. distillationdistilled under reduced pressure

Sources & evidence

ORD record
ord-b608b651696b4c5ab8accea8bcea36c1
Source dataset
uspto-grants-1977_06
Patent number
US04032323

Reaction notes

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