Glycidol → HCID 5195560, compound

HRID 235976

Reaction equation

HRID 235976 reaction equation
[CH2:1]1[O:3][CH:2]1[CH2:4][OH:5].[C:6]1([CH2:12][CH2:13][CH:14]([NH2:16])[CH3:15])[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1>C(O)(C)C>[C:6]1([CH2:12][CH2:13][CH:14]([NH:16][CH2:1][CH:2]([OH:3])[CH2:4][OH:5])[CH3:15])[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Participants

4

Reactant 2

HCID 11164GlycidolHCID 311601-Methyl-3-phenylpropylamine

Product 1

HCID 5195560HCID 5195560, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent2×

Conditions

Temperature
70 °C

Procedure

A solution of glycidol (11.5 g, 0.155 mol) in isopropanol (25 ml) was added dropwise under N2 at 40° C. to a solution of 1-phenyl-3-butylamine in isopropanol (50 ml). After 1 hour, the solution was heated at 70° C. for 1.5 hours and then at room temperature overnight. The isopropanol was removed under reduced pressure and the residue distilled to yield 24 g (70%) of 94; b.p.0.2 140°-5° C.

Workup

  1. customat room temperature
  2. customovernight
  3. customThe isopropanol was removed under reduced pressure
  4. distillationthe residue distilled

Sources & evidence

ORD record
ord-8c87308af1624cf29f8cadda2a8146a7
Source dataset
uspto-grants-1987_02
Patent number
US04642311

Linked notes

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