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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1193384Generated: October 31, 2026

1,4-Dioxaspiro[4.5]decan-8-one → 1,4-Dioxaspiro(4.5)decan-8-ol

https://huagongshe.com/reaction/1193384

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,4-Dioxaspiro[4.5]decan-8-oneHCID 567415—
ReactantSodium borohydrideHCID 4311764—
SolventMethanolHCID 887—
Product1,4-Dioxaspiro(4.5)decan-8-olHCID 56735290%

Reaction Steps

1,4-Dioxaspiro[4.5]decan-8-one (5.4 g, 34.571 ml, 1.0 eq.) was dissolved in MeOH (35 ml). NaBH4 (1.57 g, 41.485 mmol, 1.2 eq.) was added at 0° C. and the mixture was stirred for 1 hour at RT. After monitoring by TLC, the reaction mixture was concentrated and the residue was taken up in water (100 ml) and extracted with DCM (2×150 ml). The combined org. phases were washed with water (150 ml) and sat. NaCl solution (200 ml), dried over sodium sulfate, concentrated under reduced pressure and used in the next stage without being purified further. Yield: 90% (4.9 g, 31.012 mmol)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08680159B2
Source datasetuspto-grants-2014_03
ORD IDord-bcd4e1cd747749918da36b29f9f61d21
Source noteuspto-grants-2014_03