Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | (4aR, 6S, 8aR)-6-(Diethyl Phosphonomethyl)-2-Methoxycarbonyldecahydroisoquinoline | HCID 67845082 | — |
| Catalyst | Tetraethylammonium p-toluenesulphonate | HCID 101846 | — |
| Product | HCID 57179421 | HCID 57179421 | — |
Reaction Steps
Four carbon plate electrodes were immersed into a solution containing the compound from Example 1 (250 mg), tetraethylammonium p-toluenesulfonate (21 mg), in methanol (10 ml). A constant current of 0.5 A was applied to the electrodes. Additional methanol (7.8 ml) was added to the reaction to replace methanol which was lost due to evaporation. After 550 coulombs of current had passed, the electrodes were removed and the solution was added to 10% brine. This mixture was extracted with ether (3×15 ml). The combined ether extracts were washed with water and with brine, dried over magnesium sulfate, and concentrated in vacuo at room temperature to give 237 ml of the title compound as an oil. The material was stored in the refrigerator and used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05338851 |
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| Source dataset | uspto-grants-1994_08 |
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| ORD ID | ord-6996d2f68cf74cfcb88ed919b8745fdb |
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| Source note | uspto-grants-1994_08 |
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