HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenol → Malonate ether
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenol | HCID 996 | — |
| Reactant | 1,3-Di-tert-butyl 2-diazopropanedioate | HCID 5014600 | — |
| Catalyst | Rhodium acetate | HCID 168478 | — |
| Product | Malonate ether | HCID 86757830 | — |
Reaction Steps
Alkylation of phenol E-4 (from Chart E) is accomplished by a carbenoid insertion reaction with di-t-butyl diazomalonate (Synthesis 1974, 347) catalyzed by rhodium acetate (J. Med. Chem. 1995, 38:4270), affording malonate ether I-1. Removal of the t-butyl esters is accomplished with trifluroacetic acid in methylene chloride, and the benzyl ester is removed by hydrogenolysis, affording the desired triacid I-3.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06353023B1 |
| Source dataset | uspto-grants-2002_03 |
| ORD ID | ord-9a2c7fa9a7814c1684180d9f7dff7afe |
| Source note | uspto-grants-2002_03 |