Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Phthalazine | HCID 9207 | — |
| Reactant | Acryloyl chloride | HCID 13140 | — |
| Reactant | Cyclohexene, 1-((trimethylsilyl)oxy)- | HCID 81161 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 23299722 | HCID 23299722 | — |
Reaction Steps
A solution of 0.53 ml of acryloyl chloride in 3 ml of methylene chloride is slowly added dropwise at 0° C. to a solution of 0.78 g of phthalazine and 1.2 ml of 1-trimethylsiloxy-cyclohexene. After the addition the mixture is stirred at 0° C. for a further 30 min., then concentrated, treated with ice-water and made basic by the addition of sodium carbonate. The mixture is extracted 3 times with 100 ml of ethyl acetate each time. The organic phases are combined, dried over magnesium sulphate, filtered and the filtrate is concentrated. 1.63 g of (RS)-2-(2-acryloyl-1,2-dihydro-phthalazin-1-yl)-cyclohexanone (mixture of diastereomers) are isolated as a brownish oil. MS: 282 (M+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06114330 |
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| Source dataset | uspto-grants-2000_09 |
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| ORD ID | ord-48ea3860cb3f4873b78362d5c6bf364f |
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| Source note | uspto-grants-2000_09 |
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