HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzene → 4-[2-(Bromomethyl)-1,3-dioxolan-2-yl]benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzene | HCID 241 | — |
| Reactant | 1-Butanol | HCID 263 | — |
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | 4-(Bromoacetyl)benzonitrile | HCID 98654 | — |
| Solvent | Ethylene Glycol | HCID 174 | — |
| Product | 4-[2-(Bromomethyl)-1,3-dioxolan-2-yl]benzonitrile | HCID 2796904 | — |
Reaction Steps
To a stirred solution of 112 parts of 4-(2-bromoacetyl)benzonitrile in 320 parts of butanol are added 5 parts of 4-methylbenzenesulfonic acid and 360 parts of benzene. Then there are added dropwise 46.5 parts of 1,2-ethanediol. Upon completion, stirring is continued for 4 hours at reflux. The reaction mixture is evaporated. The oily residue is crystallized from 2,2'-oxybispropane. The product is filtered off and recrystallized from methanol, yielding 95.12 parts of 4-[2-(bromomethyl)-1,3-dioxolan-2-yl]benzonitrile; mp. 92.4° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04160838 |
| Source dataset | uspto-grants-1979_07 |
| ORD ID | ord-394cb5c95f804ade8534f9d0714878ab |
| Source note | uspto-grants-1979_07 |