Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 2-Aminobenzophenone | HCID 76080 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 86752397 | HCID 86752397 | — |
| Product | HCID 18930606 | HCID 18930606 | 97.3% |
Reaction Steps
Thionyl chloride (4 ml, 55 mmol) is added dropwise to a solution of N-benzyloxy-carbonylglycine (12.6 g, 60 mmol) in hexamethylphosphonyltriamide (70 ml) and acetonitrile (20 ml) under stirring at -4°-5° C., and the stirring at -5° C. is continned for another 10 minutes. 2-Aminobenzophenone (9.86 g, 50 mmol) is added to the reaction mixture in five portions, and the mixture is stirred at room temperature for 3 hours. The reaction mixture is neutralized with a saturated aqueous solution of sodium hydrogencarbonate, and extracted with ethyl acetate. The organic phase is washed with water, dried (magnesium sulfate) and then concentrated under reduced pressure. The resultant raw product is recrystallized from hexane to obtain the title compound 2a (18.89 g, 97.3%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05739162 |
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| Source dataset | uspto-grants-1998_04 |
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| ORD ID | ord-9b2203e8f7314aa2a888005742106573 |
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| Source note | uspto-grants-1998_04 |
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