HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1964562Generated: October 31, 2026
Triphenylphosphine → HCID 66681707, compound
https://huagongshe.com/reaction/1964562
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | (R)-(-)-1-Methoxy-2-propanol | HCID 2733589 | — |
| Reactant | 3-Bromo-5-methoxyphenol | HCID 21536038 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 66681707 | HCID 66681707 | 89.6% |
Reaction Steps
3-Bromo-5-methoxyphenol (7.60 g, 37.4 mmol) synthesized in Example (1a) 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08415359B2 |
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| Source dataset | uspto-grants-2013_04 |
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| ORD ID | ord-7916411de4c946ec9a68afedf65f8fca |
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| Source note | uspto-grants-2013_04 |
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