HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diazomethane → Methyl 10-undecynoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diazomethane | HCID 9550 | — |
| Reactant | 10-Undecynoic acid | HCID 31039 | — |
| Reactant | Boronic Acid | HCID 61668 | — |
| Reactant | Benzcatechinborane | HCID 6327445 | — |
| Reactant | Sodium Erythorbate | HCID 23683938 | — |
| Product | Methyl 10-undecynoate | HCID 554128 | — |
Reaction Steps
Methyl 10-undecynoate was prepared via the reaction of 10-undecynoic acid (Farchan) with diazomethane. The ester (1.6 g, 8 mmole) was hydroborated with catecholborane. The yield of the boronic acid was 1.7 g (87%); mp 48.5-50; mass spectrum, 316.9 (calcd. m/e316.1); NMR (CDCl3) 1.3 δ(broad s, 12H, alkane), 2.35 (broad envelope, 4H, --CH2CH=,--CH2CO2), 3.6 (s, 3H, --OCH3), 5.38 (d, 1H, --C=CHB, J=17 Hz), 6.4 (m, 1H, --CH=CHB).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04450149 |
| Source dataset | uspto-grants-1984_05 |
| ORD ID | ord-0630dd4c43e442a49b4f19b40fa9c4ce |
| Source note | uspto-grants-1984_05 |