HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 404120Generated: October 30, 2026
Phenylacetic Acid → HCID 131731594, compound
https://huagongshe.com/reaction/404120
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Phenylacetic Acid | HCID 999 | — |
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | Isobutyl chloroformate | HCID 62365 | — |
| Reactant | (S)-Methyl 2-(6-(4-aminophenyl)-1-oxoisoindolin-2-yl)-3-methylbutanoate | HCID 131731441 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 131731594 | HCID 131731594 | 69.3% |
Reaction Steps
To a solution of 2-phenylacetic acid (150 mg, 1.102 mmol) in THF (5 mL) was added N-methylmorpholine (0.182 mL, 1.653 mmol) and cooled to −20 to −30° C. To this solution was added isobutyl chloroformate (0.145 mL, 1.102 mmol) and the reaction mixture was stirred at −20° C. for 30 min. To the reaction mixture, a solution of compound of example 6 (336 mg, 0.992 mmol) in THF (2.5 mL) was added and stirred at room temperature for 2-3 h. After completion of the reaction, EtOAc was added to the reaction mixture and washed with brine water. The organic extract was dried over anhydrous sodium sulfate and concentrated to obtain a crude material, which was purified by column chromatography (silicagel, 30% ethyl acetate in chloroform).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08748426B2 |
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| Source dataset | uspto-grants-2014_06 |
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| ORD ID | ord-7ab607dfd2884339bed8ef463bdbf172 |
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| Source note | uspto-grants-2014_06 |
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