Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | N-(9-Fluorenylmethoxycarbonyloxy)succinimide | HCID 134122 | — |
| Reactant | HCID 67186377 | HCID 67186377 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 578026-61-6 | HCID 67188028 | 67% |
Reaction Steps
To a solution of 2-bromo-4-carboxybenzylamine (20 g, 0.086 mol) in dioxane (250 mL), was added an aqueous solution of Na2CO3 (10%, 350 mL) with stirring. The reaction mixture was cooled to 10° C., added Fmoc-OSu (32 g, 0.096 mol) in portions and allowed to stir at RT for 8 h. The solid precipitate was filtered off and washed with diethyl ether (2×200 mL). The solid was acidified with 3N HCl and filtered under suction. The crude solid was recrystalised from methanol/diethyl ether to give N-(Fmoc)-2-bromo-4-carboxybenzylamine (26 g, 67%) as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07592477B2 |
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| Source dataset | uspto-grants-2009_09 |
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| ORD ID | ord-a69768e62e2246d4ab6f9229ad84b207 |
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| Source note | uspto-grants-2009_09 |
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