Acetic Acid → HCID 12340622, compound

HRID 1687623Notes

Reaction equation

HRID 1687623 reaction equation
O1[CH:5]=[CH:4][CH:3]=[CH:2]1.[NH2:6][C:7]1[CH:12]=[C:11]([N+:13]([O-:15])=[O:14])[CH:10]=[CH:9][C:8]=1[OH:16].C(O)(=O)C>>[N+:13]([C:11]1[CH:10]=[CH:9][C:8]([OH:16])=[C:7]([N:6]2[CH:5]=[CH:4][CH:3]=[CH:2]2)[CH:12]=1)([O-:15])=[O:14]

Participants

4

Reactant 3

HCID 176Acetic AcidHCID 8029FuranHCID 36133892-Amino-4-Nitrophenol

Product 1

HCID 12340622HCID 12340622, compoundYield 68%

Conditions

Temperature
100 °C

Procedure

Furan, tetrahydro-2,5-dimethoxy- (4.72 g, 0.0357 mol) was added dropwise to 2-Amino-4-Nitrophenol (5.00 g, 0.0324 mol) in Acetic acid (200 mL, 3 mol) and the reaction mixture was heated to 100° C. for 3 h The reaction mixture was concentrated, taken up in EtOAc, washed with sat'd NaHCO3 and brine, was dried over MgSO4, filtered, and concentrated under reduced pressure. Product was obtained as a pale yellow oil (4.51 g, 68%).

Workup

  1. concentrationwas concentrated
  2. washwashed with sat'd NaHCO3 and brine
  3. dry with materialwas dried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-08119368ff8e48e5bcb002bb74cdca83
Source dataset
uspto-grants-2012_04
Patent number
US08148391B2

Reaction notes

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