Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Formic Acid | HCID 284 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 61382921 | HCID 61382921 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67058341 | HCID 67058341 | 96% |
Reaction Steps
Triethylamine (5.23 mL, 37.2 mmol) is dissolved in dichloromethane (60 mL) and cooled to 0° C. then formic acid (1.60 mL, 42.4 mmol) is added dropwise with cooling. 4-Trifluoromethoxy-indan-1-one (US patent 2011/53974, 2.58 g, 11.94 mmol) is added and the mixture degassed with a flow of argon. Chloro([(1S,2S)-(+2-amino-1,2-diphenylethyl]-4-toluenesulfonyl)amido)(mesitylene)ruthenium(II) complex (148 mg, 0.24 mmol) is added and the mixture is stirred overnight under argon at room temperature. Water is added, the mixture shaken and the phases separated. The organic phase is dried and concentrated under vacuum. The residue is purified by flash chromatography (20% ethyl acetate in cyclohexane) to give the title compound (yield 2.50 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08633182B2 |
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| Source dataset | uspto-grants-2014_01 |
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| ORD ID | ord-0b728c8919804df7a141895ab91fbe30 |
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| Source note | uspto-grants-2014_01 |
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