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

HRID 1609629Notes

Reaction equation

HRID 1609629 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-346e6d9c56484861aff068626ae5d916
Source dataset
uspto-grants-1995_03
Patent number
US05401774

Reaction notes

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