Ethanol → HCID 68461364, compound

HRID 2197909Notes

Reaction equation

HRID 2197909 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-ed8276f13be34d68992cd80e8a0d6894
Source dataset
uspto-grants-2012_12
Patent number
US08338605B2

Reaction notes

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