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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1763264Generated: October 29, 2026

Pyridine → 2,2-Dibromopropyl carbonochloridate

https://huagongshe.com/reaction/1763264

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantPhosgeneHCID 6371—
Reactant2,2-Dibromopropan-1-olHCID 14830026—
SolventDichloromethaneHCID 6344—
Product2,2-Dibromopropyl carbonochloridateHCID 1483002786%

Reaction Conditions

Temperature20 °C

Reaction Steps

16 ml (0.22 mol) of liquid phosgene are condensed into 33 g (0.15 mol) of 2,2-dibromopropanol in 150 ml of CH2Cl2, at -20° C, and 12 ml (0.15 mol) of pyridine in 15 ml of CH2Cl2 are then added slowly dropwise at -20° C to -5° C and the mixture is stirred for a further 2 hours at 20° C. The solution is washed, at 0° C, with water, 5% strength sulphuric acid and H2O and dried (Na2SO4) and the solvent is stripped off (46.1 g of crude product). Vacuum distillation gives 36.3 g (86%) of 2,2-dibromopropoxycarbonyl chloride as a colorless liquid. Boiling point12 = 81°-86° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04111933
Source datasetuspto-grants-1978_09
ORD IDord-91608cc15eb1460282ecbe32fca775a7
Source noteuspto-grants-1978_09