HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → Benzyl 2-chloro-2-(3,4-dimethoxyphenyl)acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | Benzyl 2-(3,4-dimethoxyphenyl)-2-hydroxyacetate | HCID 57448185 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Benzyl 2-chloro-2-(3,4-dimethoxyphenyl)acetate | HCID 57448186 | 56% |
Reaction Steps
To 6D (450 mg, 1.5 mmol) in CH2Cl2 (5 mL) at 0° C. was added triethylamine (0.42 mL, 3.0 mmol) followed by mesyl chloride (0.14 mL, 1.8 mmol). After stirring at rt overnight, the reaction was concentrated and purified via silica gel chromatography (0-25% ethyl acetate/hexanes) to provide 6E (268 mg, 56%). 1H NMR (400 MHz, CD3OD) δ ppm 3.81 (s, 3H) 3.87 (s, 3H) 5.19 (m, 2H) 5.36 (s, 1H) 6.81 (d, J=8.35 Hz, 1H) 6.93-7.07 (m, 2H) 7.20-7.42 (m, 5H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08044242B2 |
| Source dataset | uspto-grants-2011_10 |
| ORD ID | ord-f8b9b48b97ed4c2f9257011b29b07420 |
| Source note | uspto-grants-2011_10 |