Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | 1-(2-Methoxyphenyl)cyclobutane-1-carbonitrile | HCID 38997195 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 66688776 | HCID 66688776 | — |
Reaction Steps
To 1-(2-methoxyphenyl)cyclobutanecarbonitrile (4.29 g) was added sulfuric acid (20 mL, 95-98%)/water (20 mL) and the reaction warmed to 60° C. After 1 h the solution was warmed to 80° C. and heating was continued for 3 h. The reaction was cooled to room temperature and stirred for 16 h. Heating was resumed and after 1 h acetic acid (10 mL) was added. The temperature was increased to 90° C. and heating was continued for 1.75 h. The reaction was cooled to room temperature and then poured onto ˜300 ml of ice and extracted with ethyl acetate. The organic layer was dried (Na2SO4) and the solvent removed in vacuo to afford the subtitle product (4.19 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08889692B2 |
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| Source dataset | uspto-grants-2014_11 |
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| ORD ID | ord-b72c737c480d483a97749d4040d804f7 |
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| Source note | uspto-grants-2014_11 |
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