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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 430044Generated: October 30, 2026

Triethylamine → Methyl 2-diphenylphosphino-1-naphthoate

https://huagongshe.com/reaction/430044

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantDiphenylphosphineHCID 70017—
Reactant1,4-Bis(diphenylphosphino)butaneHCID 82124—
ReactantMethyl 2-trifluoromethanesulfonyloxy-1-naphthoateHCID 11034997—
Catalystpalladium(II) acetateHCID 167845—
SolventAcetonitrileHCID 6342—
ProductMethyl 2-diphenylphosphino-1-naphthoateHCID 11760420—

Reaction Steps

Diphenylphosphine (0.55 mL, 3.16 mmol, 1 eq) was added to a stirred solution of methyl 2-trifluoromethanesulfonyloxy-1-naphthoate (1.047 g, 3.13 mmol, 1 eq), triethylamine (0. 5 mL, 3.59 mmol, 1.1 eq), 1,4-bis(diphenylphosphino)butane (dppb) (0.03 g, 0.07 mmol, 0.02 eq) and palladium acetate (0.005 g, 0.02 mmol, 0.006 eq) in degassed MeCN (10 mL) instantly giving a red coloration. The solution was heated at reflux under nitrogen for 17 hours. The blood-red solution was allowed to cool and an aliquot taken for NMR analysis.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06320068B1
Source datasetuspto-grants-2001_11
ORD IDord-42d2d7fbc88f4df58c32440cf21ac055
Source noteuspto-grants-2001_11