HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-(Hydroxymethyl)benzoic acid → 4-(Hydroxymethyl)-N'-(4-isobutylbenzoyl)benzohydrazide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-(Hydroxymethyl)benzoic acid | HCID 76360 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 2733084 | — |
| Reactant | 4-Isobutylbenzohydrazide | HCID 20771935 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 4-(Hydroxymethyl)-N'-(4-isobutylbenzoyl)benzohydrazide | HCID 59204301 | 56.5% |
Reaction Steps
4-Isobutylbenzohydrazide (2.10 g, 10.9 mmol) was added to a stirred solution of 4-hydroxymethylbenzoic acid (1.66 g, 11.2 mmol), HBTU (4.25 g, 11.2 mmol), diisopropylethylamine (1.45 g, 11.2 mmol) and DMF (50 mL) and stirred at room temperature for 12 hours. The reaction was diluted with ethyl acetate (200 mL), washed with 5% NaHCO3 (aq.) and brine, dried (MgSO4), filtered and concentrated in vacuo to give a white solid. The solid was triturated with ethyl acetate and filtered to give the title compound (2.01 g, 56% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07671043B2 |
| Source dataset | uspto-grants-2010_03 |
| ORD ID | ord-03a62edc31ae4999a21ee6340e8aa86f |
| Source note | uspto-grants-2010_03 |