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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1787203Generated: October 29, 2026

Sodium Bicarbonate → (7-(1-(4-Isopropylphenyl)vinyl)-4,6-dimethyl-2,3-dihydro-1-benzofuran-5-yl)amine

https://huagongshe.com/reaction/1787203

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
ReactantHydrogen chloride-ethyl acetateHCID 21866389—
ReactantTert-butyl(7-(1-hydroxy-1-(4-isopropylphenyl)ethyl)-4,6-dimethyl-2,3-dihydro-1-benzofuran-5-yl)carbamateHCID 86612348—
SolventEthyl AcetateHCID 8857—
Product(7-(1-(4-Isopropylphenyl)vinyl)-4,6-dimethyl-2,3-dihydro-1-benzofuran-5-yl)amineHCID 2311415299.8%

Reaction Steps

To a solution of tert-butyl (7-(1-hydroxy-1-(4-isopropylphenyl)ethyl)-4,6-dimethyl-2,3-dihydro-1-benzofuran-5-yl)carbamate obtained in Example 223 (306 mg, 0.72 mmol) in ethyl acetate (5 mL) was added dropwise a solution of 4 N hydrochloric acid-ethyl acetate (5 mL) under ice-cooling, and the reaction solution was stirred for 30 minutes. The reaction solution was added to a saturated sodium hydrogen carbonate solution, which was extracted with ethyl acetate. The combined organic layer was washed with a saturated sodium hydrogen carbonate solution and a saturated brine, dried over anhydrous sodium sulfate, filtered and then concentrated under reduced pressure to obtain 221 mg (yield: quantitative) of the title compound. Oily matter.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07507841B2
Source datasetuspto-grants-2009_03
ORD IDord-27a16d3093b34616b0498885dd16cae1
Source noteuspto-grants-2009_03