Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 4-Bromophenol | HCID 7808 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | tert-Butyl bromoacetate | HCID 79177 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 53860996 | HCID 53860996 | 82.9% |
Reaction Steps
4-Bromophenol (20.4 g, 118 mmol) dissolved in dry N,N-dimethylformamide was carefully treated with sodium hydride (4 g, 167 mmol). t-Butylbromoacetate (23 g, 118 mmol) was added and the mixture heated to 75° C. for 90 minutes. The reaction was concentrated in vacuo and the residue partitioned between ethyl acetate and water. The organic phase was washed with saturated ammonium acetate and concentrated in vacuo to yield 28.1 g of tert-butyl(4-bromophenoxy)acetate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07598251B2 |
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| Source dataset | uspto-grants-2009_10 |
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| ORD ID | ord-934ebfff586640459698e0f1fe841f52 |
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| Source note | uspto-grants-2009_10 |
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