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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2171745Generated: October 31, 2026

Methanol → HCID 67053925, compound

https://huagongshe.com/reaction/2171745

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantBoron tribromideHCID 25134—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 67053845HCID 67053845—
SolventDichloromethaneHCID 6344—
ProductHCID 67053925HCID 6705392575.8%

Reaction Conditions

Temperature-78 °C

Reaction Steps

To a solution of 6-fluoro-5-methoxy-1,1-dimethyl-indan (1.40 g, 7.21 mmol) in 20.0 ml of DCM at −78° C. was added BBr3 (1.40 ml, 14.4 mmol) in DCM (10.0 ml). The reaction mixture was stirred at −78° C. for two hours before being treated with 2.0 ml of methanol. This mixture was stirred for few minutes after which a saturated solution of NaHCO3 was carefully added and the resulting mixture stirred for an additional 1 hour. The mixture was extracted with DCM (3×40 mL) and the combined organic extracts were washed with brine and dried over Na2SO4. Flash column chromatography on silica gel (2-10% ethyl acetate/heptanes) afforded 0.985 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09051331B2
Source datasetuspto-grants-2015_06
ORD IDord-d4c8b61f256b45b0a5750480f0aea142
Source noteuspto-grants-2015_06