Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Propanal | HCID 527 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 2,6-Di-tert-butyl-4-(chloromethyl)phenol | HCID 12378601 | — |
| Catalyst | Tetrabutylammonium Bromide | HCID 74236 | — |
| Solvent | Benzene | HCID 241 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 86735951 | HCID 86735951 | — |
Reaction Steps
A mixture of 30 grams of sodium hydroxide, 5 grams of tetrabutylammonium bromide, 60 milliliters of water and 250 milliliters of benzene is heated to 70° C. and to it is added over a period of 5 hours a solution of 127.5 grams of 3,5-di-t-butyl-4-hydroxybenzyl chloride and 17.5 grams of propionaldehyde in 125 milliliters of benzene. The reaction mixture is stirred for an additional 30 minutes at 70° C. and is then neutralized by the addition of a solution of 50 milliliters of concentrated hydrochloric acid in 100 milliliters of water. The layers are separated and benzene is removed from the organic layer on a rotary evaporator. The viscous residue crystallizes on mixing with hexane and the solid is separated by filtration. There is obtained 67.5 grams of 2,2-bis(3,5-ditert.butyl-4-hydroxybenzyl propionaldehyde.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04108830 |
|---|
| Source dataset | uspto-grants-1978_08 |
|---|
| ORD ID | ord-f4b1922212f24e8a84f1fc2b2d223e30 |
|---|
| Source note | uspto-grants-1978_08 |
|---|