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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 413261Generated: October 28, 2026

Water → (1,4-Dioxa-spiro[4.5]dec-8-yl)-carbamoyl chloride

https://huagongshe.com/reaction/413261

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPhosgeneHCID 6371—
ReactantSodium BicarbonateHCID 516892—
Reactant1,4-Dioxaspiro[4.5]decan-8-amineHCID 14634315—
SolventTolueneHCID 1140—
SolventDichloromethaneHCID 6344—
Product(1,4-Dioxa-spiro[4.5]dec-8-yl)-carbamoyl chlorideHCID 22325328—

Reaction Steps

Dissolve 1,4-dioxaspiro[4.5]decan-8-amine (785 mg, 0.005 mol; see Liebigs (1990) Ann. Chem. 8:781-7) in CH2Cl2 and then add H2O (20 mL) followed by saturated NaHCO3 solution (50 mL). Add a toluene solution of phosgene (20% solution, 5 mL) to the reaction mixture and stir at room temperature for 1 hour. Dry the CH2Cl2 layer (Na2SO4) and concentrate under reduced pressure. Dissolve the resulting oil in dry toluene to produce a stock solution (˜0.2 M) of (1,4-dioxa-spiro[4.5]dec-8-yl)-carbamoyl chloride.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06566367B2
Source datasetuspto-grants-2003_05
ORD IDord-e255d53416be4191a045e2776b51e1e4
Source noteuspto-grants-2003_05