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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 13687Generated: October 26, 2026

Diethyl Ether → (2-Carboxyethyl)triphenylphosphonium bromide

https://huagongshe.com/reaction/13687

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
Reactant3-Bromopropionic acidHCID 11553—
ReactantTriphenylphosphineHCID 11776—
SolventAcetonitrileHCID 6342—
Product(2-Carboxyethyl)triphenylphosphonium bromideHCID 273385068.5%

Reaction Steps

Reflux a solution of triphenylphosphine (91.3 g, 348 mmol, 1.05 equivalents) and 3-bromopropionic acid (50.7 g, 331 mmol) in acetonitrile (250 ml) for three hours, allow to sit at room temperature overnight. Add ether (400 ml) and cool in the freezer for two hours. Filter solids, rinse with ether, and dry solids under high vacuum to obtain the title compound (94.1 g, 68%). NMR (400 MHz, CDCl3): δ 3.15 (m, 2H), 3.73 (m, 2H), 7.69-7.83 (m, 15H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07728150B2
Source datasetuspto-grants-2010_06
ORD IDord-060003a7a2704584a930000b029c00b0
Source noteuspto-grants-2010_06