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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2392738Generated: October 30, 2026

Water → 8-(2-Propenyloxy)-1,4-dioxaspiro[4.5]decane

https://huagongshe.com/reaction/2392738

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAllyl bromideHCID 7841—
ReactantSodium hydrideHCID 24758—
Reactant1,4-Dioxaspiro(4.5)decan-8-olHCID 567352—
SolventDimethylformamideHCID 6228—
Product8-(2-Propenyloxy)-1,4-dioxaspiro[4.5]decaneHCID 1898051081%

Reaction Conditions

Temperature20 °C

Reaction Steps

23.7 g (150 mmole) 1,4-dioxa-spiro[4.5]decan-8-ol were dissolved in 120 ml absolute dimethylformamide under a nitrogen atmosphere. After adding 7.9 g of 50% sodium hydride in mineral oil (165 mmole), the mixture was stirred for 1 hour at 20° C. After adding 14.3 ml allyl bromide (165 mmole), the mixture was heated to 70° C. and stirred for 1 hour. Thereafter it was treated with 160 ml water and was extracted at 10° C.-15° C., three times with ether, once with water and once with saturated sodium chloride solution. After removing the solvent by distillation, 24 g of crude product (81% theoretical) were obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05801201
Source datasetuspto-grants-1998_09
ORD IDord-5fc74dfa42f948c5875825b728ac3ebc
Source noteuspto-grants-1998_09