Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 58288163 | HCID 58288163 | — |
| Catalyst | Zinc | HCID 23994 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58288272 | HCID 58288272 | — |
Reaction Steps
100 ml of saturated aqueous ammonium chloride solution were added to 4.57 g (11.51 mmol) of ethyl (3R)-2-[4-(2,2-dichloro-3-oxocyclobutyl)phenyl]-4,4,4-trifluoro-3-methylbutanoate and 3.76 g (57.5 mmol) of zinc dust in 100 ml of THF, and the mixture was then stirred at 75° C. for 5 h. After cooling to room temperature and addition of dichloromethane, the reaction mixture was washed with water. After separation of the phases, the aqueous phase was back-extracted three times with dichloromethane. The combined organic phases were then dried over magnesium sulphate, filtered and concentrated under reduced pressure. This gave 1.21 g of the title compound (32% of theory).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09018414B2 |
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| Source dataset | uspto-grants-2015_04 |
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| ORD ID | ord-3aa5870dacb642cfa5ef676ad1e0bcac |
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| Source note | uspto-grants-2015_04 |
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