Water → HCID 12941056, compound

HRID 1385832Notes

Reaction equation

HRID 1385832 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>>[OH:1][CH:2]([CH2:16][NH:20][CH:17]([CH3:19])[CH3:18])[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

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 MR 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-d661904f9572491bbf6c842379ffd596
Source dataset
uspto-grants-2001_07
Patent number
US06264917B1

Reaction notes

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