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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1921267Generated: October 31, 2026

Water → HCID 135736093, compound

https://huagongshe.com/reaction/1921267

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriphenylphosphineHCID 11776—
ReactantDiethyl azodicarboxylateHCID 5462977—
ReactantHCID 136414661HCID 136414661—
SolventTetrahydrofuranHCID 8028—
ProductHCID 135736093HCID 13573609324.4%

Reaction Conditions

Temperature0 °C

Reaction Steps

Diethylazodicarboxylate (0.92 g, 1.7 eq) in THF (20 ml) was added to a mixture of 1-adamantyl (2-chloro-4,6-dihydroxyphenyl)methanone oxime (1 g, 3.1 mmoles), triphenyl phosphine (1.4 g, 1.7 eq) in THF (20 ml) at 0° C. The mixture was stirred 2 h at 0° C., poured into water, extracted with ethylacetate, dried over Na2SO4 and concentrated under vacuum to give the crude product. Flash chromatography (AcOEt/toluene 1/9) and crystallisation from EtOH yielded the expected product (230 mg, 23%). mp 215° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08173679B2
Source datasetuspto-grants-2012_05
ORD IDord-ab484ee713e64dc89ab9264414ad7391
Source noteuspto-grants-2012_05