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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 646676Generated: October 30, 2026

Ethyl Acetate → HCID 86607833, compound

https://huagongshe.com/reaction/646676

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
ReactantP,P-Diphenylphosphinic azideHCID 199401—
Reactant[3-(Morpholin-4-yl)phenyl]methanolHCID 7162074—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86607833HCID 86607833141%

Reaction Steps

A solution of (3-morpholin-4-ylphenyl)methanol (0.10 g, 0.52 mmol), in THF (1.0 mL) was cooled to 0° C. and DPPA (0.13 mL, 0.62 mmol) was added, followed by DBU (0.093 mL, 0.62 mmol). The solution was allowed to warm to r.t. and stirred for 12 h. The solution was poured into EtOAc (100 mL) and this was washed with H2O (50 mL) and 5% HCl(aq) (50 mL). The organic layer was dried (Na2SO4), filtered and concentrated in vacuo to give 0.16 g (>100% yield) of 4-[3-(azidomethyl)phenyl]morpholine, (TLC: UV active spot, Rf of 0.7 in 1:1 hexanes/EtOAc), which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07704995B2
Source datasetuspto-grants-2010_04
ORD IDord-2374671a17c84964b3bb2a90d1dd2779
Source noteuspto-grants-2010_04