Butylamine → 1-Pyrrolidineacetamide, N-(2-(butylamino)-2-oxoethyl)-2-oxo-

HRID 971990Notes

Reaction equation

HRID 971990 reaction equation
C(O[C:4](=[O:16])[CH2:5][NH:6][C:7](=[O:15])[CH2:8][N:9]1[CH2:13][CH2:12][CH2:11][C:10]1=[O:14])C.[CH2:17]([NH2:21])[CH2:18][CH2:19][CH3:20]>>[CH2:17]([NH:21][C:4](=[O:16])[CH2:5][NH:6][C:7](=[O:15])[CH2:8][N:9]1[CH2:13][CH2:12][CH2:11][C:10]1=[O:14])[CH2:18][CH2:19][CH3:20]

Participants

3

Reactant 2

HCID 8007ButylamineHCID 14715871HCID 14715871, compound

Product 1

HCID 30508601-Pyrrolidineacetamide, N-(2-(butylamino)-2-oxoethyl)-2-oxo-Yield 97%

Procedure

9.12 g (0.04 mole) of N-(2-oxo-1-pyrrolidineacetyl)-glycine ethyl ester are heated for 12 hours under reflux with 7.7 g (0.1 mole) of n-butylamine. The reaction mixture is evaporated to dryness and the crystallized residue is washed with diethyl ether. The residual product is dried after filtration and washing with diethyl ether. 9.9 g of N-n-butyl-2-(2-oxo-1-pyrrolidineacetamido)-acetamide are thus obtained (yield: 97% of theory); M.P. 105°-106° C.

Workup

  1. customThe reaction mixture is evaporated to dryness
  2. washthe crystallized residue is washed with diethyl ether
  3. customThe residual product is dried
  4. filtrationafter filtration
  5. washwashing with diethyl ether

Sources & evidence

ORD record
ord-aaf445e7d1e9486a8a20f74b5a2c8469
Source dataset
uspto-grants-1979_07
Patent number
US04162325

Reaction notes

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