HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide dimethyl acetal → HCID 178444118, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide dimethyl acetal | HCID 78373 | — |
| Reactant | 4'-(Aminomethyl)-biphenyl-2-carboxylic acid 1,1-dimethylethyl ester | HCID 9971073 | — |
| Reactant | HCID 57198439 | HCID 57198439 | — |
| Solvent | Benzene | HCID 241 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 178444118 | HCID 178444118 | 66.6% |
Reaction Steps
A solution of ethyl 3-oxo-4-nonenate (1.00 g, 5.04 mmol) and N,N-dimethylformamide dimethyl acetal (0.94 ml, 7.08 mmol) in benzene (10 ml) was stirred at 70° C. for 1.5 hours under nitrogen stream. After cooling, a solution of 4-aminomethyl-2'-t-butoxycarbonylbiphenyl (2.86 g, ca. 10.1 mmol) in tetrahydrofuran (15 ml) was added to the reaction solution and the solution was stirred at room temperature for 2 hours and then concentrated to dryness. The resulting residue was purified by column chromatography on silica gel. The column was eluted with dichloromethane-ethyl acetate (1% to 5%) to give 1.65 g (66.6%) of the title compound as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05304565 |
| Source dataset | uspto-grants-1994_04 |
| ORD ID | ord-aed3184190724931adca3a6bec1e9707 |
| Source note | uspto-grants-1994_04 |