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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1836716Generated: October 29, 2026

Sodium Hydroxide → 1-{benzyl[2-(2-methoxyphenoxy)ethyl]amino}-3-(9H-carbazol-4-yloxy)propan-2-ol

https://huagongshe.com/reaction/1836716

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant1-(9-Benzenesulfonyl-9H-carbazol-4-yloxy)-3-{benzyl-[2-(2-methoxy-phenoxy)-ethyl]-amino}-propan-2-olHCID 11479206—
SolventWaterHCID 962—
SolventMeOH tetrahydrofuranHCID 21899815—
Product1-{benzyl[2-(2-methoxyphenoxy)ethyl]amino}-3-(9H-carbazol-4-yloxy)propan-2-olHCID 11038364—

Reaction Conditions

Temperature50 °C

Reaction Steps

3.3 g of 1-(9-Benzenesulfonyl-9H-carbazol-4-yloxy)-3-{benzyl-[2-(2-methoxyphenoxy)-ethyl]-amino}-propan-2-ol (5.2 mmol) were dissolved in 33 ml THF/methanol (2:1). A solution of 1.1 g of sodium hydroxide in 1.7 ml of water was added in one portion. The mixture was stirred for 18 h at 50° C. The mixture was rotary evaporated (35° C./20 mbar). The residue was dissolved in 25 ml of toluene and 20 ml of water. The phases were separated and the toluene phase was washed 3 times with 25 ml of water. The organic phase was rotary evaporated (40° C./15 mbar) and the residue was crystallized with 9 ml ethanol. The product was filtered under suction and washed twice with 3 ml cold ethanol. The substance was dried at 50° C. for 12 h.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06777559B2
Source datasetuspto-grants-2004_08
ORD IDord-66a1b68301bd4820b27d646059d45416
Source noteuspto-grants-2004_08