Ethanol → HCID 68461364, compound

HRID 2358745Notes

Reaction equation

HRID 2358745 reaction equation
[Cl:1][C:2]1[CH:17]=[CH:16][C:5]([O:6][C:7]2[CH:8]=[C:9]([CH:13]=[CH:14][CH:15]=2)[C:10]([OH:12])=[O:11])=[C:4]([N+:18]([O-:20])=[O:19])[CH:3]=1.[CH2:21](O)[CH3:22]>>[CH2:21]([O:11][C:10](=[O:12])[C:9]1[CH:13]=[CH:14][CH:15]=[C:7]([O:6][C:5]2[CH:16]=[CH:17][C:2]([Cl:1])=[CH:3][C:4]=2[N+:18]([O-:20])=[O:19])[CH:8]=1)[CH3:22]

Participants

3

Reactant 2

HCID 702EthanolHCID 61395608HCID 61395608, compound

Product 1

HCID 68461364HCID 68461364, compoundYield 91%

Procedure

To the product from Example 168a (2.0 g, 6.8 mmol) in ethanol (50 mL) with cooling, was bubbled HCl gas for 10 h. The excess ethanol was removed under vacuum. The solid was taken up in ethyl acetate. The organic layer washed with saturated NaHCO3, water, brine, and dried over sodium sulfate, filtered and concentrated under vacuum giving the title compound (2.0 g, 91%).

Workup

  1. customwas bubbled HCl gas for 10 h
  2. customThe excess ethanol was removed under vacuum
  3. washThe organic layer washed with saturated NaHCO3, water, brine
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-76410869e4f64ca2bdfe6302bfbc40be
Source dataset
uspto-grants-2010_07
Patent number
US07763731B2

Reaction notes

Loading…