Tert-Butylamine → HCID 20309603, compound

HRID 1763321Notes

Reaction equation

HRID 1763321 reaction equation
[C:1]([NH:4][C:5]1[CH:6]=[CH:7][C:8]([O:19][CH2:20][CH:21]2[O:23][CH2:22]2)=[C:9]([CH:18]=1)[C:10]([CH2:12][CH2:13][C:14]([O:16][CH3:17])=[O:15])=[O:11])(=[O:3])[CH3:2].[C:24]([NH2:28])([CH3:27])([CH3:26])[CH3:25]>CO>[C:1]([NH:4][C:5]1[CH:6]=[CH:7][C:8]([O:19][CH2:20][CH:21]([OH:23])[CH2:22][NH:28][C:24]([CH3:27])([CH3:26])[CH3:25])=[C:9]([CH:18]=1)[C:10]([CH2:12][CH2:13][C:14]([O:16][CH3:17])=[O:15])=[O:11])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 6385Tert-ButylamineHCID 20309567HCID 20309567, compound

Product 1

HCID 20309603HCID 20309603, compoundYield 33%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of methyl 3-[5-acetamido-2-(2,3-epoxypropoxy)benzoyl]propionate (0.52 g, 0.0016 mole), t-butylamine (20 ml) and methanol (10 ml) was heated under reflux for 16 hours. Evaporation of the reaction mixture left an oil which was dissolved in ethanol and treated with ether to give crystalline methyl 3-[5-acetamido-2-(3-t-butylamino-2-hydroxypropoxy)benzoyl]propionate (0.21 g, 33%; m.p. 127°-128°). (Found; M+, 394. C20H30N2O6 requires: M, 394).

Workup

  1. temperatureunder reflux for 16 hours
  2. customEvaporation of the reaction mixture
  3. waitleft an oil which
  4. dissolutionwas dissolved in ethanol
  5. additiontreated with ether

Sources & evidence

ORD record
ord-bcb3aec380044bf881ab9205734cdeed
Source dataset
uspto-grants-1978_09
Patent number
US04111936

Reaction notes

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