Pyridine → (+)-4-Phenyl-2-indanyl (+)-cis-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylate

Participants

Role	Name	HCID	Charge
Reactant	Pyridine	HCID 1049	—
Reactant	cis-3-(2,2-Dichlorovinyl)-2,2-dimethylcyclopropylcarbonyl chloride	HCID 12617358	—
Reactant	4-Phenyl-2,3-dihydro-1H-inden-2-ol	HCID 12942388	—
Solvent	Toluene	HCID 1140	—
Product	(+)-4-Phenyl-2-indanyl (+)-cis-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylate	HCID 86738413	65.5%

Reaction Steps

In a manner similar to Example 12A, the reaction of 1.54 g (0.007 mole) of (±)-cis-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarbonyl chloride and 1.5 g (0.007 mole) of (+)-4-phenyl-2-indanol (EE≥95%) in the presence of 0.7 g (0.009 mole) of pyridine and 20 ml of toluene gave 1.84 g of (+)-4-phenyl-2-indanyl (±)-cis-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylate as an oil, EE≥95% (alcohol moiety). The nmr spectrum was consistent with the proposed structure.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US04333950
Source dataset	uspto-grants-1982_06
ORD ID	ord-eb4abcc67c944c588719f133a2b99a85
Source note	uspto-grants-1982_06