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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1799358Generated: October 31, 2026

Butyl bromide → HCID 13791776, compound

https://huagongshe.com/reaction/1799358

Reaction equation

Participants

RoleNameHCIDCharge
ReactantButyl bromideHCID 8002—
ReactantBinolHCID 11762—
ReactantSodium HydroxideHCID 14798—
CatalystTetrabutylammonium BromideHCID 74236—
SolventEthanolHCID 702—
SolventWaterHCID 962—
ProductHCID 13791776HCID 1379177692.3%

Reaction Steps

1.0 g NaOH, 20 ml water and 2.8 g 2,2′-dihydroxy-1,1′-binaphthyl prepared in the step a) of the Example 19 are added to a round bottom flask with the volume of 100 mL and are then stirred to be dissolved, 4.1 g n-butyl bromine, 0.2 g tetrabutylammonium bromide and 10 ml ethanol are dropwise added to the round bottom flask, the temperature of the water bath is maintained at 70° C., and after the reaction is performed for 4 hours, the reaction product is poured, while hot, into 50 g crushed ice, followed by stirring to further separate crystal out. The crystal is filtered the filter cake is washed with alkali solution and icy water to obtain light yellow granular solid. The solid is recrystallized with ethanol to obtain yellow-white crystal 2,2′-dibutoxy-1,1′-binaphthyl with the yield of 92.3%, the melting point of 85° C. and the content, according to HLPC detection, of 96.6%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08344080B2
Source datasetuspto-grants-2013_01
ORD IDord-b6e849b264d345879de928bff56e66b4
Source noteuspto-grants-2013_01