HuagongsheHuagongshe Chemistry Print Report · For research reference only
Allyl bromide → (3R,7aR)-7a-Allyl-3-(trichloromethyl)tetrahydropyrrolo[1,2-c]oxazol-1(3H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Allyl bromide | HCID 7841 | — |
| Reactant | Diisopropylamine | HCID 7912 | — |
| Reactant | HCID 10944680 | HCID 10944680 | — |
| Reactant | (3R,7aS)-Tetrahydro-7a-methyl-3-(trichloromethyl)-1H,3H-pyrrolo[1,2-c]oxazol-1-one | HCID 59428108 | — |
| Product | (3R,7aR)-7a-Allyl-3-(trichloromethyl)tetrahydropyrrolo[1,2-c]oxazol-1(3H)-one | HCID 10859049 | 60% |
Reaction Steps
(Wang et al. Synlett 1999, 1, 33) The reaction was carried out following a similar procedure to that described for the preparation of oxazolidinone 8 using n-butyllithium (1.31 M, 9.93 cm3, 13.0 mmol), diisopropylamine (1.82 cm3, 13.0 mmol), oxazolidinone 7 (2.10 g, 8.7 mmol) and allyl bromide (2.25 cm3, 26.0 mmol) to afford oxazolidinone 10 (1.48 g, 60%) as a light orange oil for which the NMR data were in agreement with the literature.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07863304B2 |
| Source dataset | uspto-grants-2011_01 |
| ORD ID | ord-bd39e52385f147df872f48738dba2e0f |
| Source note | uspto-grants-2011_01 |