Tert-Butylamine → HCID 54271235, compound

HRID 2198469Notes

Reaction equation

HRID 2198469 reaction equation
[C:1]([O:6][CH2:7][CH:8]1[O:10][CH2:9]1)(=[O:5])[C:2]([CH3:4])=[CH2:3].[C:11]([NH2:15])([CH3:14])([CH3:13])[CH3:12]>C(O)(C)C>[C:1]([O:6][CH2:7][CH:8]([OH:10])[CH2:9][NH:15][C:11]([CH3:14])([CH3:13])[CH3:12])(=[O:5])[C:2]([CH3:4])=[CH2:3]

Participants

4

Reactant 2

HCID 6385Tert-ButylamineHCID 7837Glycidyl methacrylate2×

Product 1

HCID 54271235HCID 54271235, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

There were charged to a glass pressure reactor having a volume of 250 ml, 30 ml of isopropyl alcohol, 20 grams of 90 percent pure glycidyl methacrylate and 9.92 grams of t-butylamine. The reactor was then placed in a water bath at 60° C. for 3.5 hours. Thereafter the solution was cooled in an ice bath, and a white, crystalline precipitate formed, which weighed 17.7 grams after drying. The filtrate was partially concentrated and a second filtration gave an additional 1.3 grams of the same white, crystalline solid product. This yield equalled about 70 percent based on the amount of glycidyl methacrylate charged. The melting point of this solid product was 66°-67° C. The structure of the 2-hydroxy-3-t-butylamino-1-propyl methacrylate produced was further confirmed by nuclear magnetic resonance, infrared analysis and mass spectroscopy.

Workup

  1. additionThere were charged to a glass pressure reactor
  2. temperatureThereafter the solution was cooled in an ice bath
  3. customa white, crystalline precipitate formed
  4. customafter drying
  5. concentrationThe filtrate was partially concentrated
  6. filtrationa second filtration
  7. customgave an additional 1.3 grams of the same white, crystalline solid product
  8. additioncharged
  9. customwas 66°-67° C

Sources & evidence

ORD record
ord-339a99a6885e4b72883abc5803ab3faa
Source dataset
uspto-grants-1982_11
Patent number
US04357440

Reaction notes

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