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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1771456Generated: November 4, 2026

Bis(2-bromoethyl) ether → HCID 67975013, compound

https://huagongshe.com/reaction/1771456

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBis(2-bromoethyl) etherHCID 21521—
ReactantDiisopropylethylamineHCID 81531—
ReactantHCID 67974739HCID 67974739—
SolventTolueneHCID 1140—
ProductHCID 67975013HCID 6797501381%

Reaction Conditions

Temperature110 °C

Reaction Steps

To a solution of methyl 3-amino-4-(6-methoxynaphthalen-2-yl)benzoate (1.00 g, 3.30 mmol) (see Step 1 of Example 5) and DIPEA (1.70 g, 13.2 mmol) in anhydrous toluene (20 mL) containing catalytic amount of KI (100 mg, 0.660 mmol) was added 2,2′-dibromodiethyl ether (1.50 g, 6.60 mmol). The mixture was heated to 110° C. for 3 days. The mixture was concentrated in vacuo and the residue was purified by column chromatography on silica gel (PE/EtOAc=10/1) to give the product (1.00 g, yield 81%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09249132B2
Source datasetuspto-grants-2016_02
ORD IDord-44928d89cb5f48c2abf4c131c5ef4f21
Source noteuspto-grants-2016_02