Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Bromoethanol | HCID 10898 | — |
| Reactant | Methacryloyl chloride | HCID 13528 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | 2-Bromoethyl methacrylate | HCID 78271 | 61% |
Reaction Steps
An egg-plant type flask which contained benzene (500 ml) was charged with 2-bromoethanol (46.7 g, 0.37 mol) and triethylamine (29.1 g, 0.29 mol) and was capped with a rubber plug. Methacryloyl chloride (30 g, 0.29 mol) was added to the flask in ice water, using a syringe while being stirred with a stirrer. The stirring was continued for some time, and then, the mixture was warmed to a room temperature and was stirred overnight. Triethylamine hydrochloride was removed by suction filtration, and the mixture was washed three times with water (300 ml) to extract the unreacted substance. The mixture was transferred to a conical flask and was dried over anhydrous sodium sulfate. The mixture was concentrated by an evaporator under reduced pressure and purified by vacuum distillation to give a colorless and clear liquid (33.8 g) (yield: 61%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08394887B2 |
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| Source dataset | uspto-grants-2013_03 |
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| ORD ID | ord-74d8c2602791451d9a86dedd8f653ee5 |
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| Source note | uspto-grants-2013_03 |
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