Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 1,3-Propanediol | HCID 10442 | — |
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Reactant | (5-(3-Thienyl)tetrazol-1-yl)acetic acid | HCID 3035658 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 54541157 | HCID 54541157 | 54.8% |
Reaction Steps
To a solution of 500 mg (2.38 mM) of [5-(3-thienyl) tetrazol-1-yl] acetic acid and 220 mg (2.85 mM) of 1,3-propanediol in 5 ml of N,N-dimethylformamide was added 540 mg (2.62 mM) of dicyclohexylcarbodiimide at room temperature. After the mixture was stirred at room temperature for 30 min, a small amount of acetic acid was added to the mixture and then was stirred for 30 min. The mixture was poured into ice-water. The precipitated crystal was filtered off and washed with water. The filtrate was extracted with ethyl acetate. The organic phase was washed with water, dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The resultant residue was subjected to silica gel column chromatography (eluent: chloroform/ethyl alcohol=60/1) for separation and purification, to give 350 mg (yield 54.8%) of [5-(3-thienyl) tetrazol-1-yl] acetic acid 3-hydroxypropyl ester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05262433 |
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| Source dataset | uspto-grants-1993_11 |
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| ORD ID | ord-d285f4b9a0a34588900a36634ce42957 |
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| Source note | uspto-grants-1993_11 |
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