Trimethyl phosphonoacetate → HCID 57705825, compound

Participants

Role	Name	HCID	Charge
Reactant	Trimethyl phosphonoacetate	HCID 80029	—
Reactant	1,8-Diazabicyclo(5.4.0)undec-7-ene	HCID 81184	—
Reactant	1-(3-(Phenylmethoxy)phenyl)ethan-1-one	HCID 98689	—
Reactant	Lithium Chloride	HCID 433294	—
Solvent	Acetonitrile	HCID 6342	—
Solvent	Ethyl Acetate	HCID 8857	—
Product	HCID 57705825	HCID 57705825	36.2%

Reaction Conditions

Temperature	100 °C

Reaction Steps

To a suspension of lithium chloride (0.28 g, 6.6 mmol) in MeCN (9 mL), were added trimethyl phosphonoacetate (available from Aldrich) (0.76 mL, 5.3 mmol), DBU (0.79 mL, 5.3 mmol), and 3-benzyloxyacetophenone (available from Aldrich) (1.00 g, 4.4 mmol). The mixture was stirred overnight at reflux (100° C.), cooled to room temperature, diluted with EtOAc, washed with water and brine, dried (MgSO4), and concentrated. The crude product was chromatographed on silica gel (0-10% EtOAc/hexane) to afford 42.1 (0.45 g, 36%) as a colorless oil.

Provenance & Evidence

DOI	10.6084/m9.figshare.5104873.v1
Patent number	US08030354B2
Source dataset	uspto-grants-2011_10
ORD ID	ord-8367a32484fb4be9a4c18a81ea8b29d7
Source note	uspto-grants-2011_10