HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 67585480, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4-Chlorobenzonitrile | HCID 12163 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 10866273 | HCID 10866273 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67585480 | HCID 67585480 | 82% |
Reaction Steps
Sodium hydride (2.88 g, 120 mmol) was dispersed in 50 ml DMF and then added with (S)-2-methyl-1,4-butanediol (5.21 g, 50.0 mmol) while being iced with ice. The reaction mixture after being cooled with ice for another one hour was stirred at room temperature for 2 hours and then added with 4-chlorobenzonitrile (15.3 g, 120 mmol), followed by reaction for 20 hours. After completion of the reaction, the reaction mixture was added carefully with 5 ml water to inactivate excess sodium hydride, followed by vacuum-distillation of DMF. After addition of 200 ml water, a precipitate thus obtained was filtrated and recrystallized from 100 ml ethanol thereby providing the intended product (12.5 g, 40.8 mmol, 82%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06008401 |
| Source dataset | uspto-grants-1999_12 |
| ORD ID | ord-fd3e8b7f3aa94da09afb90c1d9484f2b |
| Source note | uspto-grants-1999_12 |