Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Lithium aluminum hydride | HCID 28112 | — |
| Reactant | HCID 59402378 | HCID 59402378 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 44287195 | HCID 44287195 | — |
Reaction Steps
To a solution of methyl 7-bromo-1,2,3,4-tetrahydroisoquinoline-3-carboxylate (1.0 g, 3.7 mmol) in tetrahydrofuran (20 mL) was added 1.0 M of lithium tetrahydroaluminate in tetrahydrofuran (7.40 mL, 7.40 mmol, Aldrich Cat. No. 212776) dropwise at 0° C. The solution was stirred at 0° C. for 2 h. Water (0.3 mL), 15% NaOH aqueous solution (0.3 mL) and water (1.0 mL) were added dropwise in sequence to the reaction solution. The suspension was filtered through a pad of celite, and washed with ether. The filtrate was concentrated to afford the desired compound which was directly used in the next step reaction without further purification. LCMS (M+H)+: m/z=242.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08436008B2 |
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| Source dataset | uspto-grants-2013_05 |
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| ORD ID | ord-031fe1c8d20a445981a94b16a648bf93 |
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| Source note | uspto-grants-2013_05 |
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