HuagongsheHuagongshe Chemistry Print Report · For research reference only
Morpholine → HCID 66722555, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | 2-(Di-tert-butylphosphino)biphenyl | HCID 2734215 | — |
| Reactant | Benzyl 2-(benzyloxy)-5-bromobenzoate | HCID 17750009 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 66722555 | HCID 66722555 | — |
| Product | HCID 66722830 | HCID 66722830 | — |
Reaction Steps
A solution of 500 mg (1.26 mmol) of benzyl 2-benzyloxy-5-bromobenzoate, 132 μL (132 mg, 1.5 mmol) of morpholine, 6 mg of palladium(II) acetate, 8.5 mg of (2-biphenyl)di-tert-butylphosphine, and 170 mg, 1.76 mmol) of sodium tert-butoxide in 3 mL of toluene is heated at 85° C. for 2 hrs. The reaction mixture is then diluted with ethyl acetate, washed with brine and dried over Na2SO4. After removal of solvent by rotoevaporation, the crude product is chromatographed to give 121 mg (0.30 mmol) of benzyl 2-benzyloxy-5-(morpholin-4-yl)benzoate and 72 mg (0.20 mmol) of tert-butyl 2-benzyloxy-5-(morpholin-4-yl)benzoate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08110570B2 |
| Source dataset | uspto-grants-2012_02 |
| ORD ID | ord-3396e0a0cd4846ab871146092063be3d |
| Source note | uspto-grants-2012_02 |