HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetone → HCID 21925588, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetone | HCID 180 | — |
| Reactant | Thioglycolic Acid | HCID 1133 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 2-(Bromomethyl)-4-chloro-1-nitrobenzene | HCID 12423127 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 21925588 | HCID 21925588 | 69.7% |
Reaction Steps
Mercapto-acetic acid (1.39 ml, 20 mmol) was dissolved in a 3.3 molar aqueous solution of sodium hydroxide (12 ml, 40 mmol) and cooled in an ice bath, before an acetone (50 ml) solution of 2-Bromomethyl-4-chloro-1-nitro-benzene (T. J. McCord et al, J. Het. Chem. 1972, 119–122)(5 g, 20 mmol) was added slowly. The resulting solution was stirred for 20 hours at room temperature before being diluted with water (50 ml) and extracted with dichloromethane (25 ml). The aqueous phase was made acidic with acetic acid and extracted with dichloromethane (2×25 ml). The combined organics were washed with brine, dried (MgSO4), filtered and evaporated to give the title product as an off-white foam (3.65 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07119088B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-427e80176c484a05ba45443fcf8a8357 |
| Source note | uspto-grants-2006_10 |