Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 1,1'-(Diazomethylene)bis(benzene) | HCID 61230 | — |
| Reactant | 2-Hydroxyhexanoic acid | HCID 99824 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 18924633 | HCID 18924633 | — |
Reaction Steps
In 90 ml of ethyl acetate, the 2-hydroxy-L-hexanoic acid (H-L-norLEUA-OH) was dissolved. A solution (15.1 g/30 ml) of diphenyldiazomethane in ethyl acetate was added dropwise to the resulting solution, followed by stirring overnight at room temperature. The reaction mixture was adjusted to pH 2 with 2N--HCl, followed by washing thrice with 200 ml portions of a saturated aqueous solution of sodium bicarbonate. The organic layer so obtained was dried over anhydrous magnesium sulfate and then filtered. The filtrate was thereafter concentrated under reduced pressure. The residue obtained was then purified by subjecting to chromatography on a silica gel column (toluene:ethyl acetate=20:1), whereby 11.35 g of the title compound were obtained as pale yellow crystals (yield: 54.7%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05747448 |
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| Source dataset | uspto-grants-1998_05 |
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| ORD ID | ord-eb5527645ad14cc09766b57ab843a012 |
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| Source note | uspto-grants-1998_05 |
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