HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 2,2,2-trifluoro-N-(3-(3-(3-hydroxy-3,4,4-trimethylpent-1-ynyl)phenyl)propyl)acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 3,4,4-Trimethyl-1-pentyn-3-ol | HCID 136777 | — |
| Reactant | N-(3-(3-bromophenyl)propyl)-2,2,2-trifluoroacetamide | HCID 57608389 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | 2,2,2-trifluoro-N-(3-(3-(3-hydroxy-3,4,4-trimethylpent-1-ynyl)phenyl)propyl)acetamide | HCID 86628451 | — |
Reaction Steps
Coupling of 3,4,4-trimethylpent-1-yn-3-ol with bromide 3 in a 1:1 mixture of DMF and triethylamine gave 2,2,2-trifluoro-N-(3-(3-(3-hydroxy-3,4,4-trimethylpent-1-ynyl)phenyl)propyl)acetamide as an orange oil. Yield (0.84 g, 73%): 1H NMR (400 MHz, CD3OD) δ 7.15-7.25 (m, 4H), 3.29 (t, J=7.2 Hz, 2H), 2.61 (t, J=8.0 Hz, 2H), 1.86 (quint, J=7.6 Hz, 2H), 1.49 (s, 3H), 1.09 (br s, 9H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09115056B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-73452eadaad844428d02ceeaf95c6d76 |
| Source note | uspto-grants-2015_08 |