HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1428144Generated: November 2, 2026
Aluminium lithium hydride → HCID 59678648, compound
https://huagongshe.com/reaction/1428144
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | 4-[2-(t-Butyldimethylsilanyloxy)ethoxymethyl]benzoic acid methyl ester | HCID 59678688 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59678648 | HCID 59678648 | 91% |
Reaction Steps
To a solution of the product of Example 2 (670 mg, 2.18 mmol) dissolved in anhydrous THF (22 mL) was added a solution of LAH (1.0 M solution in THF, 2.18 mL, 2.18 mmol) dropwise. After completion of addition the reaction mixture was stirred at room temperature for 3 hours. The reaction mixture was diluted with water. The aqueous layer was extracted with ethyl acetate (3×). All combined organic layers were dried over Na2SO4, filtered, and concentrated to provide an oil (587 mg, 1.98 mmol), which was used in the next step without any further purification (91% yield). 1H (CDCl3 7.34 (4H, s), 4.68 (2H, s), 4.57 (2H, s), 3.80, 600 MHz): δ (2H, t, J=5.2 Hz), 3.56 (2H, t, J=5.3 Hz), 1.69 (1H, br s), 0.90 (9H, s), 0.07 (6H, s); 13C (CDCl3 140.4, 138.3, 128.0, 127.2, 73.2, 71.9, 65.4, 150 MHz): δ 63.0, 26.2, 18.6, −5.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08936777B2 |
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| Source dataset | uspto-grants-2015_01 |
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| ORD ID | ord-d70602cbaf864e539505edfae654add7 |
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| Source note | uspto-grants-2015_01 |
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