Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Diazomethane | HCID 9550 | — |
| Reactant | Benzoic acid, 3-(((3R,4R)-6-((5-fluoro-2-benzothiazolyl)methoxy)-3,4-dihydro-4-hydroxy-2H-1-benzopyran-3-yl)methyl)- | HCID 9956127 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67591900 | HCID 67591900 | — |
Reaction Steps
To a cold (0° C.) solution of 500 mg of (+)-cis-3-(3-carboxybenzyl)-4-hydroxy-6-(5-fluorobenzothiazol-2-ylmethoxy)chroman (EPO Application 313295-A; published Oct. 17, 1988) in 10 ml of diethyl ether and 30 ml of tetrahydrofuran was added an excess of diazomethane and the reaction stirred at 0° C. for 2 hours. The reaction was allowed to warm to room temperature and 0.5 ml of acetic acid was added followed after 30 minutes by 100 ml of water and 100 ml of diethyl ether. The organic phase was washed with a brine solution, dried over sodium sulfate and concentrated to give 550 mg of a foam.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05322847 |
|---|
| Source dataset | uspto-grants-1994_06 |
|---|
| ORD ID | ord-911a4444265e4afbb726c71dfff7c9fa |
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| Source note | uspto-grants-1994_06 |
|---|
