3-Hydroxy-4-methoxybenzenepropanoic acid → 5-Hydroxy-6-methoxy-2,3-dihydro-1H-inden-1-one

HRID 2101081Notes

Reaction equation

HRID 2101081 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH2:10][CH2:11][C:12]([OH:14])=O)[CH:5]=[CH:6][C:7]=1[O:8][CH3:9]>CS(O)(=O)=O>[OH:1][C:2]1[CH:3]=[C:4]2[C:5](=[CH:6][C:7]=1[O:8][CH3:9])[C:12](=[O:14])[CH2:11][CH2:10]2

Participants

3

Reactant 1

HCID 27520543-Hydroxy-4-methoxybenzenepropanoic acid

Product 1

HCID 147633955-Hydroxy-6-methoxy-2,3-dihydro-1H-inden-1-one

Reagents, catalysts & solvents 1

HCID 6395Methanesulfonic AcidSolvent

Procedure

A solution of 3-(3-Hydroxy-4-methoxy-phenyl)-propionic acid in methanesulfonic acid (10 ml) was heated at 90° C. for 10 minutes under microwave irradiation. The mixture was poured into ice (300 g) and stirred for 1 hour. The precipitate was collected and dried to give 5-Hydroxy-6-methoxy-indan-1-one (2 g). LC-MS: m/e 179 (MH+).

Workup

  1. customThe precipitate was collected
  2. customdried

Sources & evidence

ORD record
ord-a4fbfbedfe4d40b588ef355300b957a7
Source dataset
uspto-grants-2009_08
Patent number
US07572809B2

Reaction notes

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