HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → HCID 86607833, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | P,P-Diphenylphosphinic azide | HCID 199401 | — |
| Reactant | [3-(Morpholin-4-yl)phenyl]methanol | HCID 7162074 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86607833 | HCID 86607833 | 141% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07704995B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-2374671a17c84964b3bb2a90d1dd2779 |
| Source note | uspto-grants-2010_04 |