HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,2,2-Trichloroethyl acrylate → 2-Chloro-3-[4-(3-hydroxy-propyl)-phenyl]-propionic acid 2,2,2-trichloro-ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,2,2-Trichloroethyl acrylate | HCID 181750 | — |
| Reactant | 4-Aminobenzenepropanol | HCID 220424 | — |
| Reactant | 2-Chloro-3-(4-hydroxymethyl-phenyl)-propionic acid methyl ester | HCID 86650298 | — |
| Product | 2-Chloro-3-[4-(3-hydroxy-propyl)-phenyl]-propionic acid 2,2,2-trichloro-ethyl ester | HCID 86650300 | — |
Reaction Steps
The title compound was prepared from 3-(4-amino phenyl)-propan-1-ol (1.02 g, 6.72 mmol) and acrylic acid 2,2,2-trichloroethylester (4.55 g, 22.17 mmol) in the same manner as described for 2-chloro-3-(4-hydroxymethyl-phenyl)-propionic acid methyl ester. The crude product was purified by flash chromatography using DCM/iPrOH 95:5 as the eluent and the product was obtained as an oil (0.74 g, 29.4%). 1H NMR (300 MHz, CDCl3): δ 7.08-7.30 (m, 4H), 4.56-4.60 (t, 1H), 3.63-3.65 (m, 3H), 3.35-3.43 (dd, 1H), 3.18-3.25 (dd, 1H), 2.63-2.68 (m, 3H), 1.84-1.86 (m, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08785681B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-54ede4dcbde44cc1beeb279e2c7e5881 |
| Source note | uspto-grants-2014_07 |