Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Resorcinol | HCID 5054 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 4-CarboxyMethyl-cyclohexanecarboxylic acid ethyl ester | HCID 15896192 | — |
| Solvent | Boron trifluoride etherate | HCID 8000 | — |
| Product | HCID 67367789 | HCID 67367789 | 84.4% |
Reaction Steps
To a solution of 2-(4-(ethoxycarbonyl)cyclohexyl)acetic acid (700 mg, 11.6 mmol) in BF3-Et2O (10 ml) was added resorcinol (1.5 g, 14.0 mmol). The solution was stirred at 85° C. overnight, poured into Na2CO3 solution (2N, 20 ml), extracted with EtOAc (30 ml×3), washed with brine, dried over Na2SO4, filtrated and concentrated to afford 3 g of yellow oil, which was purified by silica gel column (PE/EtOAc=3/1) to afford 400 mg of Intermediate C. MS (ESI): m/z 307.1 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08759548B2 |
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| Source dataset | uspto-grants-2014_06 |
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| ORD ID | ord-d1ee714b17a747b38596c7ac669da982 |
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| Source note | uspto-grants-2014_06 |
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