Tert-Butylamine → HCID 20309603, compound

HRID 972796Notes

Reaction equation

HRID 972796 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°).

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-2454a1286b5940128dce8d8198923ab1
Source dataset
uspto-grants-1977_10
Patent number
US04053601

Reaction notes

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