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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1964623Generated: November 1, 2026

Triphenylphosphine → HCID 66681707, compound

https://huagongshe.com/reaction/1964623

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
Reactant(R)-(-)-1-Methoxy-2-propanolHCID 2733589—
Reactant3-Bromo-5-methoxyphenolHCID 21536038—
SolventTolueneHCID 1140—
ProductHCID 66681707HCID 6668170789.6%

Reaction Steps

3-Bromo-5-methoxyphenol (7.60 g, 37.4 mmol) synthesized in Example (78a) was dissolved in toluene (100 mL), and R-(−)-1-methoxy-2-propanol (4.40 mL, 44.9 mmol) and triphenylphosphine (13.8 g, 52.6 mmol) were added, followed by dropwise addition of diethyl azodicarboxylate (2.2 mol/l toluene solution, 24 mL, 52.8 mmol) at 0° C. and stirring at room temperature for 1.5 hours under nitrogen atmosphere. The solvent was distilled off under reduced pressure, diethyl ether (100 mL) was added, and the deposit was filtered to be removed. The mother liquor was distilled off under reduced pressure, and the resulting residue was purified using silica gel column chromatography (elution solvent: ethyl acetate/hexane=10%-20%) to afford the desired compound (9.22 g, yield 89%) as a colorless liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08415359B2
Source datasetuspto-grants-2013_04
ORD IDord-76dc0a80192b49e484ce3388ac8cade2
Source noteuspto-grants-2013_04