Succinic Acid → HCID 23454136, compound

HRID 1277495Notes

Reaction equation

HRID 1277495 reaction equation
[C:1]([OH:8])(=[O:7])[CH2:2][CH2:3][C:4]([OH:6])=[O:5].[NH2:9][CH2:10][C:11]([NH:13][C:14]([CH3:21])([CH3:20])[CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])=[O:12]>C(O)C>[C:1]([OH:8])(=[O:7])[CH2:2][CH2:3][C:4]([OH:6])=[O:5].[NH2:9][CH2:10][C:11]([NH:13][C:14]([CH3:20])([CH3:21])[CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])=[O:12]

Participants

4

Reactant 2

HCID 1110Succinic AcidHCID 128299A 643C

Product 1

HCID 23454136HCID 23454136, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Succinic acid (0.70 g; 1.2 mol. equiv.) was dissolved in the minimum quantity of hot ethanol (10 ml). 2-Amino-N-(1,1-dimethylhexyl)acetamide (0.92 g) was added to the hot solution, with shaking, and was rinsed in with ether (10 ml). The mixture was then diluted with more ether (240 ml).After the mixture had stood overnight in the refringerator, the product wasfiltered off and dried in vacuo, m.p. 107.5°-109° C. T.l.c. (silica; methanol: CHCl3 ; 2:3; ammonia): 1 spot, Rf, ca. 0.65, apartfrom spot corresponding to succinic acid. Found: C, 55.13; H, 9.46; N, 9.27%. C14H28N2O5 requires C, 55.24; H, 9.27; N, 9.20%.

Workup

  1. washwas rinsed in with ether (10 ml)
  2. additionThe mixture was then diluted with more ether (240 ml).After the mixture
  3. customdried in vacuo, m.p. 107.5°-109° C

Sources & evidence

ORD record
ord-34c719b30c524c0c8e17ce3004a641e5
Source dataset
uspto-grants-1981_07
Patent number
US04277498

Reaction notes

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