Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 1-Acetoxy-2-bromoethane | HCID 13564 | — |
| Reactant | 4-Amino-2,6-di-tert-butylphenol | HCID 314220 | — |
| Reactant | Sodium Acetate | HCID 517045 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 86600358 | HCID 86600358 | — |
Reaction Steps
1 g (4.5 mmol) of 2,6-di-t-butyl-4-aminophenol (intermediate 10.2) and 0.65 g of sodium acetate (7.9 mmol) are put into suspension in 1 ml of ethanol. Then bromoethyl acetate (0.94 g, 5.65 mmol) is added to the medium and the reaction medium is heated at 65° C. for 2 hours. The reaction mixture is poured into 20 ml of ice-cooled water and the reaction product is extracted with dichloromethane (3 times 15 ml). The organic phases are dried and the solvent is evaporated off under reduced pressure. The residue is passed over silica gel in dichloromethane. A colourless oil is obtained constituted by a mixture of 2 compounds: the product of mono- and di-substitution. The mixture of these 2 compounds is used without further purification in the following stage.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07459558B2 |
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| Source dataset | uspto-grants-2008_12 |
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| ORD ID | ord-127a2539f4bf4739ab5985281a967b66 |
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| Source note | uspto-grants-2008_12 |
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