1,2-Epoxybutane → HCID 19097812, compound

HRID 486293Notes

Reaction equation

HRID 486293 reaction equation
[CH:1]([C:4]1[CH:5]=[C:6]([CH:8]=[CH:9][CH:10]=1)[NH2:7])([CH3:3])[CH3:2].[CH2:11]1[O:15][CH:12]1[CH2:13][CH3:14]>CO>[OH:15][CH:12]([CH2:13][CH3:14])[CH2:11][NH:7][C:6]1[CH:8]=[CH:9][CH:10]=[C:4]([CH:1]([CH3:3])[CH3:2])[CH:5]=1

Participants

4

Reactant 2

HCID 78341,2-EpoxybutaneHCID 4586793-Isopropylaniline

Product 1

HCID 19097812HCID 19097812, compoundYield 86.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

10 g (74 mmol) of m-isopropylaniline were dissolved in 100 ml of methanol, and 6.4 g (88.8 mmol) of 1,2-butylene oxide were added thereto. Next, the solution was heated up to 50° C., and then stirred for 1 hour. The solvent was distilled off under reduced pressure, and the solution was then purified through silica gel column chromatography [an eluting solvent: hexane/ethyl acetate=7/3 (v/v)] to obtain 13.2 g of the desired product in an oily state (yield: 86.2%).

Workup

  1. distillationThe solvent was distilled off under reduced pressure
  2. customthe solution was then purified through silica gel column chromatography [an eluting solvent

Sources & evidence

ORD record
ord-4dd40649ac2d41a1af968983c52465d4
Source dataset
uspto-grants-1994_03
Patent number
US05290949

Reaction notes

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