HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl chloroformate → HCID 25193124, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl chloroformate | HCID 6586 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 69189942 | HCID 69189942 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 25193124 | HCID 25193124 | 86% |
Reaction Steps
To a solution of Example 11D ((110 mg, 0.337 mmol) and diisopropylethylamine (0.5 mL) in methylene chloride (1 mL) cooled to 0° C. was added methyl chloroformate (67 μL, 0.76 mmol, 2.3 eq.). The mixture was stirred at room temperature overnight. The reaction mixture was purified directly on silica gel eluting with an ethyl acetate/hexane gradient (0-30%) to give the title compound (112 mg, 86%). 1H NMR (300 MHz, CDCl3) δ ppm 7.35-7.45 (m, 3 H), 7.27-7.33 (m, 2 H), 7.21-7.26 (m, 2 H), 6.91-7.01 (m, 2 H), 4.73-498 (m, 1 H), 3.83 (s, 3 H), 3.66 (s, 3 H); 1.47 (d, J=6.62 Hz, 3 H) MS (DCI): m/e 385 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08735595B2 |
| Source dataset | uspto-grants-2014_05 |
| ORD ID | ord-aa047e43032d4ddaa6b7da4f84967742 |
| Source note | uspto-grants-2014_05 |