HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → [(2-Chloro-3-methoxy-3-oxopropyl)sulfanyl]acetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Thioglycolic Acid | HCID 1133 | — |
| Reactant | Methyl 2-chloroacrylate | HCID 6659 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Solvent | Water | HCID 962 | — |
| Product | [(2-Chloro-3-methoxy-3-oxopropyl)sulfanyl]acetic acid | HCID 14189835 | 86.3% |
Reaction Steps
Under stirring there were added 0.063 gram (1.58 mmoles) of sodium hydroxide in 0.32 ml water to 1.00 gram (10.9 mmoles) of mercaptoacetic acid and 1.31 grams (10.9 mmoles) of 2-chloroacrylic acid methyl ester. Stirring was carried out subsequently for 24 hours at 10° C. After acidification of the reaction mixture with dilute hydrochloric acid the working up was carried out by extracting three times with diethyl ether, drying the combined ether phases with water free sodium sulfate and removal of the ether. There were obtained 2.00 grams (86% of theory) of 2-chloro-3-carboxymethylmercapto-propionic acid methyl ester as a colorless viscous oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04523012 |
| Source dataset | uspto-grants-1985_06 |
| ORD ID | ord-00e4e72d142d4ef298a1409a4e471223 |
| Source note | uspto-grants-1985_06 |