HuagongsheHuagongshe Chemistry Print Report · For research reference only
Neopentyl alcohol → HCID 21062968, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Neopentyl alcohol | HCID 6404 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl diazene-1,2-dicarboxylate | HCID 75555 | — |
| Reactant | HCID 178472659 | HCID 178472659 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 21062968 | HCID 21062968 | 70.1% |
Reaction Steps
To an ice cold mixture of 50 mg (0.21 mmol) of 1-Ethoxycarbonylmethyl-5-hydroxy-1H-pyrazole-3-carboxylic acid ethyl ester in 2 mL of tetrahydrofuran was added 49 mg (0.25 mmol) of neopentyl alcohol, 108 mg (0.41 mmol) of triphenylphosphine, followed by 0.081 mL (0.41 mmol) of diisopropyl azodicarboxylate (DIAD) and the mixture was allowed to warm up to rt and stirred at rt overnight. The reaction mixture was then concentrated and the residue was chromatographed on silica gel (3:1 hexane:ethyl acetate) to give 46 mg (70%) of 5-(2,2-dimethyl-propoxy)-1-ethoxycarbonylmethyl-1H-pyrazole-3-carboxylic acid ethyl ester LC-MS calcd. for C15H24N2O5 [M++H]: 313.2; found: 313.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07115749B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-7f3f6d7781cf4076be5bfac006ecf94f |
| Source note | uspto-grants-2006_10 |