Ethyl Acrylate → Ethyl 3-{4-[2-ethyl-3-(4,4,5-trimethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1-piperidinyl}propanoate

https://huagongshe.com/reaction/1942688

Participants

Role	Name	HCID	Charge
Reactant	Ethyl Acrylate	HCID 8821	—
Reactant	1,8-Diazabicyclo(5.4.0)undec-7-ene	HCID 81184	—
Reactant	HCID 58494122	HCID 58494122	—
Solvent	Acetonitrile	HCID 6342	—
Product	Ethyl 3-{4-[2-ethyl-3-(4,4,5-trimethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1-piperidinyl}propanoate	HCID 66981744	61.6%

Reaction Conditions

Temperature	80 °C

Reaction Steps

To a solution of 4-[2-ethyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]piperidine (D119) (80 mg, 0.186 mmol) and DBU (0.034 mL, 0.224 mmol) in Acetonitrile (8 mL) was added ethyl 2-propenoate (57 mg, 0.499 mmol). The solution was sealed and stirred at 80° C. for 2 h. The solution was evaporated in vacuo to afford ethyl 3-{4-[2-ethyl-3-(4,4,5-trimethyl-1,3,2-dioxaborolan-2-yl)phenyl]-1-piperidinyl}propanoate (D123) (46 mg). MS (ES): C24H38BNO4 requires 415.3. found 416.3 (M+H+).

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08389508B2
Source dataset	uspto-grants-2013_03
ORD ID	ord-a3b25ae3d64145d4a8d53f6eedd7e03a
Source note	uspto-grants-2013_03