HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzene → [4-Azidomethyl-2-phenylbenzoyl]methionine methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzene | HCID 241 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Hydrazoic acid | HCID 24530 | — |
| Reactant | ethyl N-ethoxycarbonyliminocarbamate | HCID 220568 | — |
| Reactant | [4-Hydroxymethyl-2-phenylbenzoyl]methionine methyl ester | HCID 20622833 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | [4-Azidomethyl-2-phenylbenzoyl]methionine methyl ester | HCID 20622822 | — |
Reaction Steps
To triphenylphosphine (1.0 equivalent) in tetrahydrofuran (THF) at −78° C. is added diethyl azodicarboxylate (1.0 equivalent) in THF. To this mixture is added a solution of hydrazoic acid in benzene (2.0 equivalents) and then the resultant compound from Example 16D (1.0 equivalent). After one hour the mixture was warmed to room temperature, stirred until the reaction is judged complete by TLC analysis, evaporated and chromatographed on silica gel to afford the title product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06693123B2 |
| Source dataset | uspto-grants-2004_02 |
| ORD ID | ord-8e5a45dca4b54701be798d7c898de16c |
| Source note | uspto-grants-2004_02 |