Pyridinium chloride → 2-(2-Chloroallyl)-2-methyl-5-hydroxy-6,7-dichloro-1-indanone
Reaction equation
[CH3:1][C:2]1([CH2:16][C:17]#[CH:18])[CH2:10][C:9]2[C:4](=[C:5]([Cl:14])[C:6]([Cl:13])=[C:7]([O:11]C)[CH:8]=2)[C:3]1=[O:15].[ClH:19].N1C=CC=CC=1>O>[Cl:19][C:17](=[CH2:18])[CH2:16][C:2]1([CH3:1])[CH2:10][C:9]2[C:4](=[C:5]([Cl:14])[C:6]([Cl:13])=[C:7]([OH:11])[CH:8]=2)[C:3]1=[O:15]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 185 °C
Procedure
A stirred mixture of 2methyl-2-propargyl-5-methoxy-6,7-dichloro-1-indanone (11 g., 0.039 mole) and pyridine hydrochloride (110 g.) is heated at 185°C. for one hour, then poured into water (500 ml.). The product which separates is recrystallized from ethanol-water affording 6.5 g. of 2-(2-chloroallyl)-2-methyl-5-hydroxy-6,7-dichloro-1-indanone, m.p. 183°C.
Workup
- customThe product which separates is recrystallized from ethanol-water affording 6.5 g
Sources & evidence
- ORD record
- ord-079a1ffb936441ffacce36f8522311b5
- Source dataset
- uspto-grants-1976_10
- Patent number
- US03984465
Reaction notes
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