HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → tert-Butyl 2-bromobenzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | tert-Butanol | HCID 6386 | — |
| Reactant | 2-Bromobenzoic acid | HCID 6940 | — |
| Reactant | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Product | tert-Butyl 2-bromobenzoate | HCID 3804415 | 101.8% |
Reaction Steps
To a solution of DCC (32.8 g, 159 mmol) in DCM (200 mL, 2 mol) was added 2-bromobenzoic acid (32.0 g, 159 mmol) followed by DMAP (1.8 g, 15 mmol) and t-butyl alcohol (15.2 mL, 159 mmol). The mixture was stirred at room temperature for 16 hours, then filtered. The organic was washed with saturated NaHCO3 (200 mL), saturated aqueous NaCl, dried over MgSO4, filtered and concentrated under reduced pressure to yield compound A as an oil (41.6 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08637562B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-4ef90c9125f846e686c1ecbb1df99ab3 |
| Source note | uspto-grants-2014_01 |