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

HRID 1107922Notes

Reaction equation

HRID 1107922 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 60(C) is followed using 2-methyl-6-nitro indanone in equivalent quantities in place of 6-methyoxy-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. additionare added
  2. extractionExtraction with ether

Sources & evidence

ORD record
ord-b9bf2d6ddfec4492b31b44ce213dc4cc
Source dataset
uspto-grants-2000_05
Patent number
US06063818

Reaction notes

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