HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 71571671, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Chlorosuccinimide | HCID 31398 | — |
| Reactant | HCID 86685048 | HCID 86685048 | — |
| Reactant | HCID 89572652 | HCID 89572652 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 71571671 | HCID 71571671 | 21.8% |
Reaction Steps
The mixture of (E)-1-hydroxy-3,3-dimethyl-1,3-dihydrobenzo[c][1,2]oxaborole-5-carbaldehyde oxime (62 mg, 0.3 mmol) and NCS (48 mg, 0.36 mmol) in DMF (2 mL) was stirred at rt overnight. To the mixture was added 1,3-dichloro-2-methyl-5-(3,3,3-trifluoroprop-1-en-2-yl)benzene (75 mg, 0.3 mmol) and Et3N (0.1 mL) and the mixture was stirred at rt for 4 h. It was partitioned between EA and H2O. The organic layer was washed with H2O, brine, dried over Na2SO4, concentrated under vacuum. The residue was purified to give the desired product (30 mg, 21.8% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09156860B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-3ea92a4b3f5249f7b8cde5584857c43f |
| Source note | uspto-grants-2015_10 |