HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl (cyanomethyl)phosphonate → HCID 68233453, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl (cyanomethyl)phosphonate | HCID 75676 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | Lithium Chloride | HCID 433294 | — |
| Reactant | tert-butyl N-[(2R)-1-oxo-3-phenylpropan-2-yl]carbamate | HCID 7020444 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 68233453 | HCID 68233453 | 77.1% |
Reaction Steps
To a stirred suspension of LiCl (1.0 g, 24 mmol) in dry ACN (200 mL) under nitrogen at rt, was added (EtO)2POCH2CN (4.2 g, 24 mmol), DBU (3.0 g, 20 mmol) and compound 31d (5.0 g, 20 mmol). Almost all of the salt soon dissolved and the reaction completed in 1.5 h. The reaction was quenched with citric acid, and the mixture was extracted with EA three times. The combined organic layers were washed with brine and dried over anhydrous Na2SO4. After filtration, the filtrate was evaporated and the residue was purified by CC (hexane/EAc=5:1) to give compound 31e (4.2 g, 77% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08940722B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-d5c1ecd261d34affb831c3a79948455f |
| Source note | uspto-grants-2015_01 |