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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1615145Generated: November 1, 2026

Triphosgene → 3-[1-(4-Bromo-phenyl)-1-methyl-ethyl]-1-oxa-3-aza-spiro[5.5]undecane-2,9-dione

https://huagongshe.com/reaction/1615145

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphosgeneHCID 94429—
Reactant3-[1-(4-Bromo-phenyl)-1-methyl-ethyl]-12,12-dimethyl-1,10,14-trioxa-3-aza-dispiro[5.2.5.2]hexadecan-2-oneHCID 67995646—
Reactant9-{2-[1-(4-Bromo-phenyl)-1-methyl-ethylamino]-ethyl}-3,3-dimethyl-1,5-dioxa-spiro[5.5]undecan-9-olHCID 67995963—
Product3-[1-(4-Bromo-phenyl)-1-methyl-ethyl]-1-oxa-3-aza-spiro[5.5]undecane-2,9-dioneHCID 67995754—

Reaction Steps

The title compound is prepared from 9-{2-[1-(4-bromo-phenyl)-1-methyl-ethylamino]-ethyl}-3,3-dimethyl-1,5-dioxa-spiro[5.5]undecan-9-ol and triphosgene following a procedure analogous to that described in Step 4 of Intermediate 2; the crude product, a mixture of the title compound and 3-[1-(4-bromo-phenyl)-1-methyl-ethyl]-12,12-dimethyl-1,10,14-trioxa-3-aza-dispiro[5.2.5.2]hexadecan-2-one, obtained after that is treated as described in Step 10 of Intermediate 2 to convert the intermediate to the title compound as well. Yield: 37% of theory; LC (method 6): tR=1.28 min; Mass spectrum (ESI+): m/z=380/382 (Br) [m+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08765744B2
Source datasetuspto-grants-2014_07
ORD IDord-04bc83e2bcdc4b07b54a282f44d428a9
Source noteuspto-grants-2014_07