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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1525243Generated: November 2, 2026

Triethylamine → Diethyl 4-((methoxycarbonyl)(phenyl)methyl)phenylphosphonate

https://huagongshe.com/reaction/1525243

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantDiethylphosphiteHCID 3780918—
ReactantMethyl 2-(4-bromophenyl)-2-phenylacetateHCID 57779541—
SolventTolueneHCID 1140—
ProductDiethyl 4-((methoxycarbonyl)(phenyl)methyl)phenylphosphonateHCID 8946207694%

Reaction Conditions

Temperature110 °C

Reaction Steps

To a solution of compound Methyl 2-(4-bromophenyl)-2-phenylacetate, 14-d, (1.52 g, 5.0 mmol), diethylphosphite (2.42 g, 17.5 mmol) and triethylamine (3.13 g, 31 mmol) in toluene (20 mL) was added [1,1′-bis(diphenylphosphino)ferrocene]dicholoropalladium (100 mg). The mixture was allowed to stir overnight at 110° C. and filtrated. The solution was concentrated to afford the crude product which was purified by column chromatography to give compound 14-e as colorless oil (1.7 g, 94%). 1H NMR (300 MHz, CDCl3) δ1.29-1.35 (m, 6H), 3.73 (s, 3H), 4.10-4.13 (m, 4H), 5.03 (s, 1H), 7.23-7.40 (m, 7H), 7.69-7.77 (m, 2H). LC-MS: (M+H)+ 363.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09079930B2
Source datasetuspto-grants-2015_07
ORD IDord-d5868aed4c4b43c49d66d73b839d5760
Source noteuspto-grants-2015_07