HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 78066Generated: October 29, 2026
Tetrahydrofuran → HCID 59255084, compound
https://huagongshe.com/reaction/78066
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Potassium sodium tartarate | HCID 9855836 | — |
| Reactant | Diisobutylammonium hydride | HCID 21898182 | — |
| Reactant | Methyl 4-(2-pyridin-2-yl-ethyl)benzoate | HCID 59255391 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 59255084 | HCID 59255084 | 96.2% |
Reaction Steps
To an anhydrous tetrahydrofuran (50 mL) solution of methyl 4-(2-pyridin-2-yl-ethyl)benzoate (3.71 g, 15.4 mmol) described in Manufacturing Example 93-1-3 was added diisobutyl ammonium hydride (0.97 M toluene solution, 39.7 mL, 38.5 mmol) on a dry ice-ethanol bath (−78° C.) under nitrogen atmosphere. After 30 minutes of stirring, 15% aqueous potassium sodium tartrate solution (100 mL) was added to the reaction mixture, and stirred for 30 minutes at room temperature. Ethyl acetate (100 mL) was added, and the organic layer and water layer were separated. The organic layer was washed with water and saturated aqueous sodium chloride and dried over anhydrous magnesium sulfate, and the solvent was evaporated under a reduced pressure to obtain the title compound (3.16 g, 96%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08841327B2 |
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| Source dataset | uspto-grants-2014_09 |
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| ORD ID | ord-f7684a66a7ec4b798b7ec3ba34d5ef27 |
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| Source note | uspto-grants-2014_09 |
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