HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Propanamide, N-(4-chlorophenyl)-2,2-dimethyl-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4-Chloroaniline | HCID 7812 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Pivaloyl chloride | HCID 62493 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | Propanamide, N-(4-chlorophenyl)-2,2-dimethyl- | HCID 182511 | 84.6% |
Reaction Steps
To a solution of 4-chloroaniline (25.51 g) and triethylamine (69.73 ml) in chloroform (350 ml) were added 2,2-dimethyl-propionyl chloride (25.32 g) over a 30 minutes period. The resulting solution was stirred at r.t. for 1 hour, then water was added and the mixture extracted three times with ethyl acetate. The combined organic layers were dried over sodium sulfate and concentrated in vacuo to afford 35.8 g of product. M.p. 149-150° C.; Retention Time HPLC 2.83 min; MS (ES+) 212 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08546569B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-f94e28f06b8a4c4091a30c9df69aa8d2 |
| Source note | uspto-grants-2013_10 |