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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1436336Generated: November 3, 2026

Water → HCID 69017920, compound

https://huagongshe.com/reaction/1436336

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantHCID 69017589HCID 69017589—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
ProductHCID 69017920HCID 6901792066%

Reaction Conditions

Temperature0 °C

Reaction Steps

95.8 mg (0.27 mmol) of 2-acetyloxy-2′-vinyloxy1,1′-binaphthyl and 9.0 mg (0.014 mmol) of Co(OAc) (L3) were dissolved in 0.27 ml of a mixed solvent (2:1) of methanol and THF under the atmosphere, 25 μl (1.44 mmol) of water was added to the mixture, and the mixture was then stirred at 0° C. After 21 hours, the reaction solution was purified by silica gel column chromatography and as a result, 34% of 2-acetyloxy-2′-vinyloxy-1,1′-binaphthyl was left with an optical purity of 86% ee measured by HPLC. The reaction product O-acetylbinaphthol was obtained in a yield of 66%. Also, the kre1 value showing the selectivity of reactions at this time was 6.6.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07619003B2
Source datasetuspto-grants-2009_11
ORD IDord-f3290f0fa4b54ba0b54fc1c09ca3edd0
Source noteuspto-grants-2009_11