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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 475679Generated: October 29, 2026

Dichloromethane → tert-Butyl 2-bromobenzoate

https://huagongshe.com/reaction/475679

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
Reactanttert-ButanolHCID 6386—
Reactant2-Bromobenzoic acidHCID 6940—
ReactantDicyclohexylcarbodiimideHCID 10868—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
Producttert-Butyl 2-bromobenzoateHCID 380441564.8%

Reaction Conditions

Temperature0 °C

Reaction Steps

2-Bromobenzoic acid (203.2 g, 1011 mmol) was added to a solution of 1.0 M DCC in DCM (1011 mL, 1011 mmol) and cooled at 0° C. DMAP (11.36 g, 93.0 mmol) and t-butyl alcohol (106.3 mL, 1112 mmol) were added and the mixture was stirred at room temperature for 10 minutes, then warmed to room temperature and stirred overnight. The mixture was then filtered, washed with saturated NaHCO3 (200 mL), saturated aqueous NaCl, dried over MgSO4, filtered and concentrated under reduced pressure to yield compound A as a clear oil (168.4 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08637562B2
Source datasetuspto-grants-2014_01
ORD IDord-92b0023c29d049388f558398c8237392
Source noteuspto-grants-2014_01