HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 5-oxo-5H-dibenzo[a,d]cyclohepten-2-acetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 5H-Dibenzo(a,d)cycloheptene-2-acetic acid, alpha-methyl-5-oxo- | HCID 173910 | — |
| Reactant | 2-(5H-dibenzo[a,d]cyclohepten-5-on-2-yl)acetonitrile | HCID 12398820 | — |
| Reactant | 2-(5H-dibenzo[a,d]cyclohepten-5-on-2-yl)propionitrile | HCID 21403095 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Chloroform hexane | HCID 21585165 | — |
| Solvent | Acetone hexane | HCID 21880519 | — |
| Product | 5-oxo-5H-dibenzo[a,d]cyclohepten-2-acetic acid | HCID 12398821 | — |
Reaction Steps
3.4 Gm. of 2-(5H-dibenzo[a,d]cyclohepten-5-on-2-yl)propionitrile is refluxed for 90 minutes in a mixture of 210 ml. of acetic acid and 300 ml. of concentrated hydrochloric acid. The mixture is cooled and ether and water are added. The organic layer is washed, dried and evaporated to give 3.4 gm., 93%, of 2-(5H-dibenzo[a,d]cyclohepten-5-on-2-yl)propionic acid, m.p. (chloroform-hexane) 138°-139°C.; m.p. (acetone-hexane) 113°-115°C. Use of 2-(5H-dibenzo[a,d]cyclohepten-5-on-2-yl)acetonitrile gives a similar yield of 2-(5H-dibenzo[a,d]cyclohepten-5-on-2-yl)acetic acid, m.p. (acetone-hexane) 148°-149.5°C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US03979430 |
| Source dataset | uspto-grants-1976_09 |
| ORD ID | ord-fe732d2798f2444aa433e0e46c2eed80 |
| Source note | uspto-grants-1976_09 |