Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 178525726 | HCID 178525726 | — |
| Catalyst | Zinc | HCID 23994 | — |
| Solvent | Formic Acid | HCID 284 | — |
| Product | HCID 67301835 | HCID 67301835 | — |
Reaction Steps
In a 50 ml beaker, Zn dust (3.6 g; 54 mmol) was added to 1N HCl and mixture was stirred with a glass rod. Aqueous was decanted off and solids were added to a mixture of trans-4-(3-chlorobenzoyl)cyclohexane-1-carboxylic acid (718 mg; 2.69 mmol) in 30 mL of formic acid. Mixture was heated to reflux for 2 hours. The reaction was cooled to room temperature and white solids were filtered off and rinsed with diethyl ether. Filtrate was concentrated and residue was taken up in a 40 mL mixture of diethyl ether and water (1:1). Organics were separated and aqueous was re-extracted with 2×20 mL of diethyl ether. Combined organics were washed with sat. NaHCO3, water, brine, and dried over MgSO4. Title compound was obtained as a crude oil. 550 mg (81% crude yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07985755B2 |
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| Source dataset | uspto-grants-2011_07 |
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| ORD ID | ord-d1ff7a3abc8d4ef484b8f99bc343128e |
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| Source note | uspto-grants-2011_07 |
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