HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 62884Generated: October 26, 2026
Water → 3-(4-Benzyloxy-phenyl)-3-hydroxy-2,2-dimethyl-propionic acid ethyl ester
https://huagongshe.com/reaction/62884
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl isobutyrate | HCID 7342 | — |
| Reactant | Benzaldehyde, 4-(phenylmethoxy)- | HCID 78109 | — |
| Reactant | Lithium diisopropylamide | HCID 2724682 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-(4-Benzyloxy-phenyl)-3-hydroxy-2,2-dimethyl-propionic acid ethyl ester | HCID 46180523 | 67.3% |
Reaction Steps
Ethyl isobutyrate (2.5 mL, 18.42 mmol) was dissolved in THF (8 mL), and the solution was cooled to −78° C. LDA (9.2 mL, 18.42 mmol) was added thereto, and the mixture was stirred at the corresponding temperature for 2 hours. After 4-benzyloxy-benzaldehyde (1.7 g, 8.01 mmol) obtained in Step A was added thereto at −78° C., the mixture was heated to room temperature, and then stirred for 2 days. The reactant was added with water, and then extracted with EtOAc. The organic layer was concentrated under reduced pressure. The residue was purified by column chromatography (eluent, EtOAc/Hex=1/5) to obtain the title compound (1.77 g, 67%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09447044B2 |
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| Source dataset | uspto-grants-2016_09 |
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| ORD ID | ord-af67d1fd64fc4f4fa4b18ac283938888 |
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| Source note | uspto-grants-2016_09 |
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