HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 23405697, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Chloromethyl chloroformate | HCID 62754 | — |
| Reactant | HCID 23387528 | HCID 23387528 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 23405697 | HCID 23405697 | 95% |
Reaction Steps
Chloromethyl chloroformate (1.50 mL, 16.6 mmol) was added to a solution of the alcohol (2.74 g, 8.12 mmol) from step (a) and pyridine (4.9 mL, 61 mmol) in 40 mL dry CH2Cl2, in an ice bath. After stirring for 1 h, the mixture was diluted with CH2Cl2 and washed successively with water, saturated NaHCO3, and brine. The organic phase was dried over anhydrous Na2SO4 and concentrated, coevaporating several times with toluene on a rotavapor. Flash column chromatography (silica, 2/1 petroleum ether—ethyl acetate) gave 3.31 g (95%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07071173B2 |
| Source dataset | uspto-grants-2006_07 |
| ORD ID | ord-1222edc98359491496ffe3b491ce50a1 |
| Source note | uspto-grants-2006_07 |