(2E)-2-(((tert-butyl(dimethyl)silyl)oxy)methylene)-4,4-dimethylcyclohexanone → (2E)-2-(((tert-butyl(dimethyl)silyl)oxy)methylene)-1-(4-chlorophenyl)-4,4-dimethylcyclohexanol

https://huagongshe.com/reaction/1920352

Participants

Role	Name	HCID	Charge
Reactant	(2E)-2-(((tert-butyl(dimethyl)silyl)oxy)methylene)-4,4-dimethylcyclohexanone	HCID 44594327	—
Reactant	(2E)-4,4-dimethyl-2-(((triisopropylsilyl)oxy)methylene)cyclohexanone	HCID 44594328	—
Reactant	(2E)-4,4-dimethyl-2-(((trimethylsilyl)oxy)methylene)cyclohexanone	HCID 44594329	—
Reactant	HCID 178478191	HCID 178478191	—
Product	(2E)-2-(((tert-butyl(dimethyl)silyl)oxy)methylene)-1-(4-chlorophenyl)-4,4-dimethylcyclohexanol	HCID 67079181	—
Product	(2E)-1-(4-chlorophenyl)-4,4-dimethyl-2-(((triisopropylsilyl)oxy)methylene)cyclohexanol	HCID 67079716	—
Product	(2E)-1-(4-chlorophenyl)-4,4-dimethyl-2-(((trimethylsilyl)oxy)methylene)cyclohexanol	HCID 67079763	—

Reaction Steps

reacting the (2E)-4,4-dimethyl-2-(((triisopropylsilyl)oxy)methylene)cyclohexanone, (2E)-4,4-dimethyl-2-(((trimethylsilyl)oxy)methylene)cyclohexanone, or (2E)-2-(((tert-butyl(dimethyl)silyl)oxy)methylene)-4,4-dimethylcyclohexanone and 4-chlorophenyl magnesium bromide to provide ((2E)-1-(4-chlorophenyl)-4,4-dimethyl-2-(((triisopropylsilyl)oxy)methylene)cyclohexanol, (2E)-1-(4-chlorophenyl)-4,4-dimethyl-2-(((trimethylsilyl)oxy)methylene)cyclohexanol, or (2E)-2-(((tert-butyl(dimethyl)silyl)oxy)methylene)-1-(4-chlorophenyl)-4,4-dimethylcyclohexanol; and isolating or not isolating the (2E)-1-(4-chlorophenyl)-4,4-dimethyl-2-(((triisopropylsilyl)oxy)methylene)cyclohexanol, (2E)-1-(4-chlorophenyl)-4,4-dimethyl-2-(((trimethylsilyl)oxy)methylene)cyclohexanol, or (2E)-2-(((tert-butyl(dimethyl)silyl)oxy)methylene)-1-(4-chlorophenyl)-4,4-dimethylcyclohexanol;

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08168784B2
Source dataset	uspto-grants-2012_05
ORD ID	ord-63fdcc89efa742f28196655d3b5d4b43
Source note	uspto-grants-2012_05