Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Bromofluoromethane | HCID 61108 | — |
| Reactant | HCID 131734512 | HCID 131734512 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 117812702 | HCID 117812702 | 20.9% |
Reaction Steps
Dimethyl (2S)-2-amino-5-(4-hydroxybenzyl)hexanedioate hydrochloride (200 mg, 0.54 mmol) were solved in DMF (5 ml) and at 0° C. sodium hydride (34 mg, 1.14 mmol) were added. After 30 min, bromofluoromethane (1.35 mmol) were added and the resulting mixture was stirred at 0° C. for one hour. The mixture was then poured into water and extracted three times with methylene chloride. The organic phase was dried with sodium sulfate and concentrated in vacuo. The residue was purified by silica gel chromatography to yield 37 mg (20.8%) of the product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09238631B2 |
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| Source dataset | uspto-grants-2016_01 |
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| ORD ID | ord-86e8e02f875c425f9a9429473ed318f0 |
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| Source note | uspto-grants-2016_01 |
|---|