Glyoxylic Acid → HCID 54365705, compound

HRID 862424Notes

Reaction equation

HRID 862424 reaction equation
[N+:1]([C:4]1[CH:13]=[C:12]2[C:7]([CH2:8][CH2:9][CH2:10][C:11]2=[O:14])=[CH:6][CH:5]=1)([O-:3])=[O:2].S(=O)(=O)(O)O.[C:20]([OH:24])(=[O:23])[CH:21]=O>O1CCOCC1>[N+:1]([C:4]1[CH:13]=[C:12]2[C:7]([CH2:8][CH2:9][C:10](=[CH:21][C:20]([OH:24])=[O:23])[C:11]2=[O:14])=[CH:6][CH:5]=1)([O-:3])=[O:2]

Participants

5

Reactant 3

HCID 760Glyoxylic AcidHCID 1118Sulfuric AcidHCID 384457-Nitro-1-tetralone

Product 1

HCID 54365705HCID 54365705, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
90 °C

Procedure

A mixture of 7-nitro-l-tetralone (30 g) (manufactured by Lancaster Co.), 80% sulfuric acid (10 ml) and dioxane (60 ml) was heated to 90° C. and a 40% glyoxylic acid aqueous solution (30 ml) was added by three portions of 10 ml each at an interval of 1 hour and heated and refluxed for 3 hours. After allowing to cool the reaction mixture, the precipitated solid was filtered, washed with cold water and dried under reduced pressure to obtain 7-nitro-1-oxo-1,2,3,4-tetrahydro-2-naphthylideneacetic acid (33.3 g).

Workup

  1. temperatureheated
  2. temperaturerefluxed for 3 hours
  3. temperatureto cool the reaction mixture
  4. filtrationthe precipitated solid was filtered
  5. washwashed with cold water
  6. customdried under reduced pressure

Sources & evidence

ORD record
ord-6b686c87c7424739901e229e0ff1c189
Source dataset
uspto-grants-1998_02
Patent number
US05719145

Reaction notes

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