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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 254794Generated: October 31, 2026

Diethyl Ether → HCID 66862433, compound

https://huagongshe.com/reaction/254794

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantTriethylamineHCID 8471—
ReactantD-1,4-DithiothreitolHCID 446094—
ReactantHCID 91184934HCID 91184934—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 66862433HCID 6686243369%

Reaction Steps

To a solution of the azide 63 (110.2 mmol) in dry DMF (275 mL) was added dithiothreitol (220.4 mmol). The reaction mixture was then degassed with a stream of nitrogen, cooled to 0 C, and triethylamine (220.4 mmol) added. The solution was then allowed to return to room temperature and subsequently stirred for 24 h. The solution was then diluted with ethyl acetate and washed with water, brine, dried (MgSO4), the solvents removed in vacuo, and resulting residue treated with diethyl ether (˜250 mL) to give the desired product 64 as a white solid (69%), LCMS [M+H]+=540.25.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07875707B2
Source datasetuspto-grants-2011_01
ORD IDord-9f2cc9cac27d4f53a42da7ff9971e834
Source noteuspto-grants-2011_01