HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 2-(Cyclohexylmethoxy)pyrimidine-4-carbaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 2-(Cyclohexylmethoxy)pyrimidine | HCID 86694667 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-(Cyclohexylmethoxy)pyrimidine-4-carbaldehyde | HCID 86694668 | — |
Reaction Steps
Knochel-Hauser reagent (2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex) is added to a mixture of 2-(cyclohexylmethoxy)pyrimidine in THF at −78° C., stirred for 15 min, then DMF is added. The reaction mixture is stirred at −30° C., quenched by aqueous NH4Cl, extracted with ethyl acetate. Combined organic layers are dried over anhydrous Na2SO4 and concentrated under reduced pressure to give 2-(cyclohexylmethoxy)-pyrimidine-4-carbaldehyde.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09447078B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-2973922bc5dc42598ac42412f248742d |
| Source note | uspto-grants-2016_09 |