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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2241357Generated: November 3, 2026

Triphenylphosphine → Methyl 1-(benzo[d]oxazol-2-yl)cyclopropanecarboxylate

https://huagongshe.com/reaction/2241357

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl azodicarboxylateHCID 5363146—
ReactantMethyl 1-((2-hydroxyphenyl)carbamoyl)cyclopropanecarboxylateHCID 68513898—
SolventTetrahydrofuranHCID 8028—
ProductMethyl 1-(benzo[d]oxazol-2-yl)cyclopropanecarboxylateHCID 6851811698%

Reaction Steps

To a stirred suspension of methyl 1-((2-hydroxyphenyl)carbamoyl)cyclopropanecarboxylate (0.147 g, 0.62 mmol) in 2.5 mL THF at room temperature under nitrogen was added triphenylphosphine (0.361 g, 1.375 mmol) followed by DIAD (0.2663 ml, 1.375 mmol). After 2 hours, the reaction mixture was loaded directly onto a Biotage 40S column in THF and was eluted with 9/1 hexanes/EtOAc to provide the desired product as a yellow oil (132 mg, 97%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07723330B2
Source datasetuspto-grants-2010_05
ORD IDord-ee6bd76e89ff4c8390a0cdbb0b2c345d
Source noteuspto-grants-2010_05