HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2428169Generated: November 1, 2026
Dichloromethane → 4-(4-Hydroxy-phenyl)-5,6-dihydro-2H-pyridine-1,3-dicarboxylic Acid 1-tert-butyl Ester 3-methyl Ester
https://huagongshe.com/reaction/2428169
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | 4-[4-(tert-Butyl-dimethyl-silanyloxy)-phenyl]-5,6-dihydro-2H-pyridine-1,3-dicarboxylic Acid 1-tert-butyl Ester 3-methyl Ester | HCID 67148596 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-(4-Hydroxy-phenyl)-5,6-dihydro-2H-pyridine-1,3-dicarboxylic Acid 1-tert-butyl Ester 3-methyl Ester | HCID 67148247 | 100% |
Reaction Steps
TBAF (9.50 g, 30 mmol) was added to a sol. of compound B1 (13.4 g, 30 mmol) in THF (100 mL) at 0° C. The mixture was stirred at 0° C. for 1 h. CH2Cl2 was added, and the mixture was washed with aq. sat. NH4Cl, water, and brine. The org. layer was dried over MgSO4, filtered, and the solvents were removed under reduced pressure. Drying the residue under high vacuum yielded the crude title compound (10.0 g, quantitative yield) that was used further without purification. LC-MS: tR=0.92 min; ES+: 334.23.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07968720B2 |
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| Source dataset | uspto-grants-2011_06 |
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| ORD ID | ord-e85fe98e795040f4998b7deebb97cec8 |
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| Source note | uspto-grants-2011_06 |
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