Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | 2-Thiopheneacetic acid | HCID 15970 | — |
| Reactant | Potassium | HCID 5462222 | — |
| Reactant | HCID 13318791 | HCID 13318791 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 54125530 | HCID 54125530 | — |
Reaction Steps
(S)-N,N-Diethyl-2-chloropropionamide (88.3 g) dissolved in ethanol (150 cc) is added to a suspension of the potassium salt of thiolacetic acid (72.6 g) in ethanol (300cc). The reaction mixture is then heated for 2 hours at a temperature in the vicinity of 60° C. and then filtered and concentrated to dryness under reduced pressure (130 Pa) at a temperature in the vicinity of 50° C. The residue obtained is taken up and stirred in dichloromethane (500 cc) and then washed with distilled water (300 cc), with a 10% aqueous potassium bicarbonate solution (300 cc) and then with distilled water (300 cc). The organic phase is decanted, dried over sodium sulphate and charcoal 3S (1 g) filtered and then concentrated to dryness under reduced pressure (2.7 kPa) at a temperature in the vicinity of 30° C. The residue obtained is distilled under reduced pressure (17 Pa). (R)-N,N-Diethyl-2-acetylthiopropionamide (105.5 g) in the form of a slightly yellow oil [b.p.17Pa =105°-107° C.; [α]D20 =+156° (c=18.1 ; CHCl3)] is thereby obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04775753 |
|---|
| Source dataset | uspto-grants-1988_10 |
|---|
| ORD ID | ord-c6b680e46acb4d3fb7559f33ba255b31 |
|---|
| Source note | uspto-grants-1988_10 |
|---|