HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Nitrobenzoyl chloride → [(2R,4R)-2-(4-methoxyphenyl)-5,5-dimethyl-1,3-dioxan-4-yl]methyl 4-nitrobenzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Nitrobenzoyl chloride | HCID 8502 | — |
| Reactant | [(2R,4R)-2-(4-methoxyphenyl)-5,5-dimethyl-1,3-dioxan-4-yl]methanol | HCID 15858737 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | [(2R,4R)-2-(4-methoxyphenyl)-5,5-dimethyl-1,3-dioxan-4-yl]methyl 4-nitrobenzoate | HCID 66754235 | — |
Reaction Steps
To a stirred solution of compound obtained in Step B (3.59 g, 14.24 mmol) and TEA (1.98 ml, 14.24 mmol) in DCM (50 ml), 4-Nitrobenzoyl chloride (2.64 g, 14.24 mmol) was added and the reaction was stirred overnight at r.t. The organic phase was washed with a solution of NaH2PO4 5% and brine, dried (MgSO4) and evaporated under reduced pressure. The crude was crystallized from EtOAc at 0° C. adding n-hexane. The product was obtained as a pale yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08119806B2 |
| Source dataset | uspto-grants-2012_02 |
| ORD ID | ord-c600c2484f524205b7b19e09794f0b8d |
| Source note | uspto-grants-2012_02 |