HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 23299848, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Phthalazine | HCID 9207 | — |
| Reactant | Methyl phenyl sulfoxide | HCID 14516 | — |
| Reactant | Lithium diisopropylamide | HCID 2724682 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Tetrahydrofuran heptane ethylbenzol | HCID 22742125 | — |
| Product | HCID 23299848 | HCID 23299848 | 98.6% |
Reaction Steps
A solution of 1 g of methyl phenyl sulphoxide in 14 ml of tetrahydrofuran is added dropwise at 78° C. within 10 min. to 3.93 ml of 2M solution of lithium diisopropylamide in tetrahydrofuran/heptane/ethylbenzene in 20 ml of tetrahydrofuran. The reaction mixture is stirred for a further 30 min. A solution of 0.928 g of phthalazine in 14 ml of tetrahydrofuran is added dropwise within 10 min. The mixture is stirred at -78° C. for 1 hr., treated with 100 ml of water and extracted 3 times with 50 ml of chloroform. The organic phases are combined, dried over magnesium sulphate, filtered and the filtrate is concentrated. 1.9 g of crude (RS)-1-benzenesulphinylmethyl-1,2-dihydro-phthalazine are isolated as a yellowish oil, MS(ISP): 271.2 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06114330 |
| Source dataset | uspto-grants-2000_09 |
| ORD ID | ord-a3a5ba744839461a9244a374bd220b96 |
| Source note | uspto-grants-2000_09 |