HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 3-(Hydroxymethyl)benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Benzonitrile, 3-(aminomethyl)- | HCID 457594 | — |
| Reactant | Sodium Nitrite | HCID 23668193 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-(Hydroxymethyl)benzonitrile | HCID 2734677 | 52% |
Reaction Steps
m-Cyanobenzylamine (13.2 g), sodium nitrite (10.4 g), and dimethylformamide (100 ml) were mixed together, and the mixture was vigorously stirred at room temperature. Trifluoroacetic acid (22.8 g) was added dropwise to the mixture over one hour. After completion of addition, the mixture was further allowed to react at 100° C. for one hour. For the subsequent process, the procedure of Example 1 was repeated, to thereby obtain 6.9 g of m-cyanobenzyl alcohol (bp. 128-130° C./400 Pa) (yield 52%). The purity of the product was 98%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06187945B1 |
| Source dataset | uspto-grants-2001_02 |
| ORD ID | ord-e100a947440847a994b06bc7d978a942 |
| Source note | uspto-grants-2001_02 |