Acetic Acid → Methyl 3-hydroxy-2-methyl-5-nitro-3-indenylacetate

HRID 263619Notes

Reaction equation

HRID 263619 reaction equation
[CH3:1][CH:2]1[CH2:10][C:9]2[C:4](=[CH:5][C:6]([N+:11]([O-:13])=[O:12])=[CH:7][CH:8]=2)[C:3]1=[O:14].[CH3:15][O:16][C:17]1[CH:25]=C2C(CC(C)C2=O)=CC=1.C([OH:30])C.C(O)(=O)C>O>[OH:14][C:3]1([CH2:25][C:17]([O:16][CH3:15])=[O:30])[C:4]2[C:9](=[CH:8][CH:7]=[C:6]([N+:11]([O-:13])=[O:12])[CH:5]=2)[CH:10]=[C:2]1[CH3:1]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 702EthanolHCID 2311786-Methoxy-2-methyl-2,3-dihydro-1H-inden-1-oneHCID 218405862-Methyl-6-nitro-1-indanone

Product 1

HCID 53908697Methyl 3-hydroxy-2-methyl-5-nitro-3-indenylacetate

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The procedure of Example 1C is followed using 2-methyl-6-nitro indanone in equivalent quantities in place of 6-methoxy-2-methyl-indanone used therein. After the mixture is condensed, 30 ml. of ethanol and 50 ml. of acetic acid are added. The mixture is then poured into 700 ml. of water. Extraction with ether gives methyl 3-hydroxy-2-methyl-5-nitro-3-indenylacetate.

Workup

  1. customcondensed, 30 ml
  2. additionThe mixture is then poured into 700 ml
  3. extractionExtraction with ether

Sources & evidence

ORD record
ord-492f7d423e534647afa22075b85263ca
Source dataset
uspto-grants-1997_07
Patent number
US05643959

Reaction notes

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