HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclohexene → 4-(Cyclohex-1-EN-1-YL)benzaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclohexene | HCID 8079 | — |
| Reactant | 4-Bromobenzaldehyde | HCID 70741 | — |
| Reactant | Sodium Acetate | HCID 517045 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-(Cyclohex-1-EN-1-YL)benzaldehyde | HCID 23508852 | 22% |
Reaction Conditions
| Temperature | 140 °C |
|---|
Reaction Steps
2 ml of the stock solution described in Example 23 are added to 18 ml of DMF. 9.26 g (50 mmols) of 4-bromobenzaldehyde, 5.58 ml (55 mmols) of cyclohexene and 4.52 g (55 mmols) of anhydrous sodium acetate are then added and the reaction mixture is stirred for 8 hours at 140° C. in a pressure tube. After working up as described in Example 1, the crude product is distilled in vacuo. 2.05 g (11.0 mmols) of 4-formylphenylcyclohexene are obtained in the form of a yellow liquid of boiling point 140°-150° C./2400 Pa; yield 22% of theory (conversion figure 2200; Pd content 0.01 mol %). The product is a mixture of isomers.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04564479 |
| Source dataset | uspto-grants-1986_01 |
| ORD ID | ord-1d6d65e27b8c466090f909db5f6b95df |
| Source note | uspto-grants-1986_01 |