HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Hydroxybenzaldehyde → 4-[3-(Dimethylamino)propoxy]benzaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Hydroxybenzaldehyde | HCID 126 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 3-Chloro-N,N-dimethyl-1-propanamine | HCID 66960 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-[3-(Dimethylamino)propoxy]benzaldehyde | HCID 546932 | — |
Reaction Steps
A stirred solution of 61.0 g (0.50 mole) of 4-hydroxybenzaldehyde in 400 ml of dimethylformamide (nitrogen atmosphere) is gradually treated with 24.0 g of 50% NaH. The temperature is kept below 35° using an ice water bath. When the addition is completed, the thick mixture is heated to 70° several minutes, then cooled to 35° before the addition of 417 ml of 1.8N (0.75 mole) of 3-dimethylaminopropyl chloride in toluene.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04038274 |
| Source dataset | uspto-grants-1977_07 |
| ORD ID | ord-528e58b6eed04899b9c1bd7305d0abfd |
| Source note | uspto-grants-1977_07 |