Water → HCID 12941056, compound

HRID 1840228Notes

Reaction equation

HRID 1840228 reaction equation
[O:1]1[CH2:16][CH:2]1[CH2:3][O:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11][C:12]([O:14][CH3:15])=[O:13])=[CH:7][CH:6]=1.[CH:17]([NH2:20])([CH3:19])[CH3:18].O>>[CH3:15][O:14][C:12](=[O:13])[CH2:11][C:8]1[CH:9]=[CH:10][C:5]([O:4][CH2:3][CH:2]([OH:1])[CH2:16][NH:20][CH:17]([CH3:19])[CH3:18])=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 962WaterHCID 6363IsopropylamineHCID 12941054Methyl 4-(2-oxiranylmethoxy)benzeneacetate

Product 1

HCID 12941056HCID 12941056, compound

Procedure

A mixture of methyl 4-[(2,3-epoxy)propoxy]phenylacetate (2.00 g, 9.00 mmol), isopropylamine (23 ml, 0.27 mol) and water (1.35 ml, 74.7 mmol) was stirred at room temperature overnight. The reaction mixture was concentrated (rotavapor) and the oily residue was dissolved in chloroform and dried (Na2SO4). Filtration and concentration gave quantitative yield of a yellow oil that was used in the next step without further purification. The structure was verified by 1H and 13C NMR analysis.

Workup

  1. concentrationThe reaction mixture was concentrated (rotavapor)
  2. dissolutionthe oily residue was dissolved in chloroform
  3. dry with materialdried (Na2SO4)
  4. filtrationFiltration and concentration

Sources & evidence

ORD record
ord-268058f5ccfa4f14bc35af212d9d575c
Source dataset
uspto-grants-2004_01
Patent number
US06680047B2

Reaction notes

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