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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1107269Generated: October 30, 2026

Water → HCID 18787011, compound

https://huagongshe.com/reaction/1107269

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBoron trifluoride etherateHCID 8000—
Reactant2-BromoethanolHCID 10898—
ReactantHCID 11834917HCID 11834917—
SolventBenzeneHCID 241—
ProductHCID 18787011HCID 1878701173.1%

Reaction Conditions

Temperature12.5 °C

Reaction Steps

To a solution of 2-methyl-10,11-dihydrodibenzo[b,f]thiepin-10-ol (3.63 g, 15 mmol, prepared as described in Ger. Offen. 2,336,130, 1974) and 2-bromoethanol (2.5 g, 20 mmol) in absolute benzene (25 ml), a solution of boron trifluoride etherate (2.25 g. 15.8 mmol) in absolute benzene (10 ml) was dropwise added at 10-15° C. over 15 minutes. The reaction mixture was stirred at 10-15° C. for 2 h and water (18 ml) was added. The organic layer was separated, washed with water (2×25 ml), dried (Na2SO4) and evaporated in vacuo to give 3.83 g (73%) crude 10-(2-bromoethoxy)-2-methyl-10,11-dihydrodibenzo[b,f]thiepine, which was used without further purification in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06060468
Source datasetuspto-grants-2000_05
ORD IDord-2811e8ac7040432cafb4fc7e0e083c62
Source noteuspto-grants-2000_05