Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (R)-3-(N-Isopropyl,N-n-propylamino)-5-trifluoromethanesulfonyloxychroman | HCID 10619825 | — |
| Reactant | N,N-dimethylformamide methanol | HCID 21901440 | — |
| Product | HCID 88373216 | HCID 88373216 | 82% |
Reaction Steps
(R)-3-(N-Isopropyl,N-n-propylamino)-5-trifluoromethanesulfonyloxychroman (4.0 g, 10.5 mmol), triethylamine (2.3 g, 23.1 mmol) and a mixture of DMF/MeOH (18 mL, 6:2) was mixed in a three necked round-bottom flask. The flask was evacuated followed by inlet of CO-gas (repeated two times). Finally 1,3-bis(diphenylphosphino)propane (0.l 1 g) and palladium(II)acetate (0.07 g) was added. The mixture was stirred at 70° C. for 17 hours. The reaction mixture was diluted with diethyl ether, washed with 2M NH3 and dried (MgSO4). Removal of solvent in vacuo gave a brown oily residue which was purified by flash chromatography (SiO2, CH2Cl2 /EtOAc; 10:1) to give the title compound in 82% yield (2.5 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05646309 |
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| Source dataset | uspto-grants-1997_07 |
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| ORD ID | ord-160cd5777565438c9793415aff4315ef |
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| Source note | uspto-grants-1997_07 |
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