[(6,7-Dichloro-2-cyclopentyl-2-methyl-1-oxo-2,3-dihydro-1H-inden-5-yl)oxy]acetic acid → 6,7-Dichloro-2-cyclopentyl-5-hydroxy-2-methylindan-1-one

HRID 358273Notes

Reaction equation

HRID 358273 reaction equation
[Cl:1][C:2]1[C:10]([Cl:11])=[C:9]2[C:5]([CH2:6][C:7]([CH:14]3[CH2:18][CH2:17][CH2:16][CH2:15]3)([CH3:13])[C:8]2=[O:12])=[CH:4][C:3]=1[O:19]CC(O)=O.Cl.N1C=CC=CC=1>>[Cl:1][C:2]1[C:10]([Cl:11])=[C:9]2[C:5]([CH2:6][C:7]([CH:14]3[CH2:18][CH2:17][CH2:16][CH2:15]3)([CH3:13])[C:8]2=[O:12])=[CH:4][C:3]=1[OH:19]

Participants

3

Reactant 2

HCID 3667[(6,7-Dichloro-2-cyclopentyl-2-methyl-1-oxo-2,3-dihydro-1H-inden-5-yl)oxy]acetic acidHCID 10176127Pyridinium chloride

Product 1

HCID 123955886,7-Dichloro-2-cyclopentyl-5-hydroxy-2-methylindan-1-one

Procedure

A 19.5 g. sample of (+) [(6,7-dichloro-2-cyclopentyl-2,3-dihydro-2-methyl-1-oxo-1H-inden-5-yl)-oxy]acetic acid is added to stirred molten (190° C.) pyridine hydrochloride, stirred for 1 hour then poured into ice water (800 ml). The (+)6,7-dichloro-2-cyclopentyl-2,3-dihydro--5-hydroxy-2-methyl-1H-inden-1-one, which separates is filtered, rinsed with water and dried.

Workup

  1. filtrationThe (+)6,7-dichloro-2-cyclopentyl-2,3-dihydro--5-hydroxy-2-methyl-1H-inden-1-one, which separates is filtered
  2. washrinsed with water
  3. customdried

Sources & evidence

ORD record
ord-5c15445959164379ba5b86262fd2d283
Source dataset
uspto-grants-1984_08
Patent number
US04465850

Reaction notes

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