Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Bromoacetyl bromide | HCID 61147 | — |
| Reactant | 2,4,6-Tri(propan-2-yl)aniline | HCID 519871 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 22247152 | HCID 22247152 | 81% |
Reaction Steps
Triethylamine (111 mg, 1.1 mmol) was added to a solution of 2,4,6-triisopropylaniline (219 mg, 1.0 mmol) in chloroform (3 ml), then bromoacetyl bromide (222 mg, 1.1 mmol) was gradually dropped thereinto with ice-cooling and the mixture was stirred for 1 hour. The reaction mixture was concentrated and the residue was extracted with ethyl acetate. The organic layer was washed with diluted hydrochloric acid, an aqueous solution of sodium bicarbonate and a saturated sodium chloride solution successively and dried over magnesium sulfate and the solvent was evaporated therefrom. The residue was purified by a silica gel column chromatography (15 g of silica gel; developing solvent, hexane:acetone=5:1) followed by recrystallizing from hexane-ether to provide 275 mg (yield 81%) of 2-Bromo-N-(2,4,6-triisopropylphenyl)acetamide as colorless needles.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06969711B2 |
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| Source dataset | uspto-grants-2005_11 |
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| ORD ID | ord-58a1726810684081bda975131c9d9c53 |
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| Source note | uspto-grants-2005_11 |
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