HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1976811Generated: November 2, 2026
Hydrochloric Acid → Fmoc-3-amino-4'-carboxybiphenyl
https://huagongshe.com/reaction/1976811
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 9-Fluorenylmethyl chloroformate | HCID 34367 | — |
| Reactant | 4-(3-aminophenyl)benzoic Acid | HCID 2756355 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Solvent | 1,4-Dioxane--water (1/1) | HCID 21886435 | — |
| Product | Fmoc-3-amino-4'-carboxybiphenyl | HCID 2756228 | — |
Reaction Steps
Dissolve 3′-aminobiphenyl-4-carboxylic acid (Preparation B, Step 3) (1.07 g, 5 mmol) and Na2CO3 (1.33 g, 12.5 mmol ) in H2O-dioxane (2:1, 45 mL), and cool the solution to ˜3° C. Add Fmoc-Cl (1.3 g) in dioxane (10 ml); stir at ice bath temperature for 3 hours, allow to warm to room temperature and stir for another 4 hours. Pour into ice water and acidify with aqueous HCl. Extract with EtOAc. Dry extracts over MgSO4, and strip solvent in vacuo. Recrystallize residue from CH3CN to give the title compound. HPLC Retention Time, 22.6 minutes (condition (b)).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06228985B1 |
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| Source dataset | uspto-grants-2001_05 |
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| ORD ID | ord-46a78b4ac1bb4a96a85ab1de651bf071 |
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| Source note | uspto-grants-2001_05 |
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