Pyridinium chloride → 6,7-Dichloro-5-hydroxy-2-methyl-2-phenylindan-1-one

HRID 597033Notes

Reaction equation

HRID 597033 reaction equation
[C:1]1([C:7]2([CH3:21])[CH2:15][C:14]3[C:9](=[C:10]([Cl:19])[C:11]([Cl:18])=[C:12]([O:16]C)[CH:13]=3)[C:8]2=[O:20])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl.N1C=CC=CC=1>O>[C:1]1([C:7]2([CH3:21])[CH2:15][C:14]3[C:9](=[C:10]([Cl:19])[C:11]([Cl:18])=[C:12]([OH:16])[CH:13]=3)[C:8]2=[O:20])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 10176127Pyridinium chlorideHCID 124235872-Methyl-2-phenyl-5-methoxy-6,7-dichloro-1-indanone

Product 1

HCID 936906,7-Dichloro-5-hydroxy-2-methyl-2-phenylindan-1-one

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
175 °C

Procedure

2-Phenyl-2-methyl-5-methoxy-6,7-dichloro-1-indanone (4.94 g., 0.015 mole) is mixed with pyridine hydrochloride (50 g.) and the mixture is heated at 175° C. for 1 hour, then poured into water (500 ml.) and the product is collected and crystallized from ethanol:water, 2:1 to obtain 2-phenyl-2-methyl-5-hydroxy-6,7-dichloro-1-indanone, m.p. 194°-6° C.

Workup

  1. customthe product is collected
  2. customcrystallized from ethanol

Sources & evidence

ORD record
ord-0e6f222294bd429db0fe9a3b4f4917fb
Source dataset
uspto-grants-1977_03
Patent number
US04012524

Reaction notes

Loading…