Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Hydrochloric Acid | HCID 313 | — |
| Edukt | Isobutyraldehyde | HCID 6561 | — |
| Edukt | Sodium Hydroxide | HCID 14798 | — |
| Edukt | Benzyltrimethylammonium hydroxide | HCID 66854 | — |
| Edukt | 2,6-Di-tert-butyl-4-(chloromethyl)phenol | HCID 12378601 | — |
| Edukt | Benzyl chloride isobutyraldehyde | HCID 86735727 | — |
| Lösungsmittel | Benzene | HCID 241 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Benzene--water (1/1) | HCID 22272175 | — |
| Produkt | Cgp-7930 | HCID 5024764 | 103% |
Reaktionsschritte
A three-neck, three-liter flask equipped with a mechanical stirrer, thermometer and an addition funnel was charged with 80 grams of sodium hydroxide and 80 milliliters of water under a nitrogen atmosphere. The mixture was stirred until dissolved and a mixture of 450 milliliters of benzene and 12.5 milliliters of 40 percent methanolic benzyl trimethyl ammonium hydroxide was added forming a benzene-water mixture. A mixture of 383 grams of 3,5-di-t-butyl-4-hydroxy benzyl chloride and 144 grams of isobutyraldehyde was prepared and placed in the addition funnel. The benzyl chloride/isobutyraldehyde mixture was added to the mixture of benzene and water while the flask contents were vigorously stirred at a temperature of 50° C to 60° C over a two-hour period. After addition was complete, the mixture was stirred for an additional one-half hour at room temperature. The mixture was hydrolyzed with dilute hydrochloric acid until the benzene layer turned clear yellow-orange color. The benzene layer was separated and the benzene evaporated to obtain 453 grams of 2,2-di-methyl-3-(3,5-di-t-butyl-4-hydroxyphenyl)propanol. The melting point of the product was between 72° C and 74° C after recrystalization from hexane.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patentnummer | US04091225 |
|---|
| Quelldatensatz | uspto-grants-1978_05 |
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| ORD ID | ord-0bdf1cce1ad341f28a2daab9514671b1 |
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| Quellennotiz | uspto-grants-1978_05 |
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