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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 324179Generated: October 30, 2026

Oxygen → 5-t-Butyl-1-(4-hydroxy-2-phenylbenzo[d]oxazol-6-yl)-4,4-dimethyl-2,6,7-trioxabicyclo[3.2.0]heptane

https://huagongshe.com/reaction/324179

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxygenHCID 977—
ReactantSodiumHCID 5360545—
Reactant4-t-Butyl-5-(4-hydroxy-2-phenylbenzo[d]oxazol-6-yl)-3,3-dimethyl-2,3-dihydrofuranHCID 15547440—
SolventDichloromethaneHCID 6344—
Product5-t-Butyl-1-(4-hydroxy-2-phenylbenzo[d]oxazol-6-yl)-4,4-dimethyl-2,6,7-trioxabicyclo[3.2.0]heptaneHCID 980082485.1%

Reaction Steps

To 15 mL of methylene chloride were added 1.0 mg of TPP and 156 mg (0.43 mmol) of 4-t-butyl-5-(4-hydroxy-2-phenylbenzo[d]oxazol-6-yl)-3,3-dimethyl-2,3-dihydrofuran (Compound [63]), and the mixture was externally irradiated with a 940 W sodium lamp in an oxygen atmosphere for 30 minutes, then concentrated. The concentrate was applied to a silica gel column and the elution was carried out with the mixture of hexane and ethyl acetate (hexane:ether =1:1) to obtain 25.3 mg of 5-t-butyl-1-(4-hydroxy-2-phenylbenzo[d]oxazol-6-yl)-4,4-dimethyl-2,6,7-trioxabicyclo[3.2.0]heptane (Compound [64]) as colorless granular crystal. Yield 85.1%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06218135B1
Source datasetuspto-grants-2001_04
ORD IDord-c6a65e81e5fe44029ea42f7b304f4597
Source noteuspto-grants-2001_04