Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Isobutyl chloroformate | HCID 62365 | — |
| Reactant | 1-(4-Fluorophenyl)ethylamine | HCID 123063 | — |
| Reactant | 3-Nitro-2-(phenylmethoxy)benzoic acid | HCID 22272669 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 18551366 | HCID 18551366 | 57.6% |
Reaction Steps
2.4 g (0.011 mol) of triethylamine are added at -10° C. to a solution of 3 g (0.011 mol) of 3-nitro-2-benzyloxybenzoic acid in 40 ml of dichloromethane. After the mixture has been stirred for 5 minutes, 2.8 g (0.011 mol) of isobutyl chloroformate are added dropwise at -10° C., and the mixture is stirred for a further minutes. A solution of 1.53 g (0.011 mol) of 1-(4-fluorophenyl)-ethylamine in 10 ml of dichloromethane is added at -10° C., and stirring is continued for 12 hours without further cooling. The mixture is treated with sodium halogen carbonate solution, and the organic phase is separated off, washed with water and dried over sodium sulphate. After the solvent has been distilled off, 2.5 g (56% of theory) of 3-nitro-2-benzyloxy-N-[1-(4-fluorophenyl)-ethyl)-benzamide are obtained as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06001879 |
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| Source dataset | uspto-grants-1999_12 |
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| ORD ID | ord-c040c8bfd7344740812adebaa2db7db3 |
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| Source note | uspto-grants-1999_12 |
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