Tert-Butylamine → HCID 559935, compound

HRID 2166518Notes

Reaction equation

HRID 2166518 reaction equation
[O:1]1[CH2:15][CH:2]1[CH2:3][O:4][C:5]1[CH:14]=[CH:13][C:8]([C:9]([O:11][CH3:12])=[O:10])=[CH:7][CH:6]=1.[C:16]([NH2:20])([CH3:19])([CH3:18])[CH3:17]>CO>[OH:1][CH:2]([CH2:15][NH:20][C:16]([CH3:19])([CH3:18])[CH3:17])[CH2:3][O:4][C:5]1[CH:14]=[CH:13][C:8]([C:9]([O:11][CH3:12])=[O:10])=[CH:7][CH:6]=1

Participants

4

Reactant 2

HCID 6385Tert-ButylamineHCID 2771933methyl 4-(oxiran-2-ylmethoxy)benzoate

Product 1

HCID 559935HCID 559935, compoundYield 65%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of methyl 4-(2,3-epoxypropoxy)benzoate (prepared as described in Example I) (2.1 g, 0.01 mole), 10 mL of t-butylamine and 10 mL of methanol was heated to reflux for three hours. The reaction medium was then evaporated under reduced pressure to provide the amine as an oil. The free amine was crystallized from hexane-ethyl acetate in 65% yield: m.p. 88°-89° C. The NMR spectrum and elemental analysis were consistent with the assigned structure.

Workup

  1. temperaturewas heated
  2. temperatureto reflux for three hours
  3. customThe reaction medium was then evaporated under reduced pressure

Sources & evidence

ORD record
ord-056aca85025e44968578312e8729b9f3
Source dataset
uspto-grants-1983_06
Patent number
US04387103

Reaction notes

Loading…