Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | HCID 22054329 | HCID 22054329 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 22054208 | HCID 22054208 | 99.2% |
Reaction Steps
Oxalyl chloride (0.150 g, 1.18 mmol) was added to a methylene chloride solution (5 ml) of 5-(5,6-dimethoxy-3-methyl-1,4-benzoquinon-2-yl)methyl-2-benzyloxybenzoic acid (0.050 g, 0.118 mmol) and the resulting solution was stirred at room temperature for 1 hour. The reaction solution was concentrated and after adding a THF solution of morpholine (0.036 g, 0.414 mmol) to the obtained residue, the solution was stirred at room temperature for 30 minutes. The reaction solution was poured into ice water and then extracted with methylene chloride. The extract was washed with water and then dried, and the solvent was removed by distillation. The obtained residue was purified by preparative thin-layer chromatography (hexand:ethyl acetate=1:1) to obtain the titled compound (0.058 g, 0.117 mmol, 99%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07064124B2 |
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| Source dataset | uspto-grants-2006_06 |
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| ORD ID | ord-d3a3e1809a744fa9b854b1a108b1980f |
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| Source note | uspto-grants-2006_06 |
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