Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1188935Generated: October 31, 2026

1-Methoxy-2-propanol → HCID 58237042, compound

https://huagongshe.com/reaction/1188935

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Methoxy-2-propanolHCID 7900—
ReactantTributylphosphineHCID 13831—
Reactant1,1'-(Azodicarbonyl)dipiperidineHCID 73042—
ReactantEthyl 7-hydroxy-5-[4-(methylsulfonyl)phenoxy]-1H-indole-2-carboxylateHCID 66726144—
SolventTetrahydrofuranHCID 8028—
ProductHCID 58237042HCID 5823704287%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of ethyl 7-hydroxy-5-[4-(methylsulfonyl)phenoxy]-1H-indole-2-carboxylate (2.0 g) in tetrahydrofuran (80 mL) were added 1-methoxypropan-2-ol (1.04 mL), tributylphosphine (2.46 mL) and 1,1′-(azodicarbonyl)dipiperidine (2.69 g) at room temperature. The mixture was stirred at 50° C. for 1 h. Then 1-methoxypropan-2-ol (0.5 mL), tributylphosphine (1.2 mL) and 1,1′-(azodicarbonyl)dipiperidine (1.34 g) were added to the mixture and the mixture was stirred at 50° C. overnight. The mixture was concentrated in vacuo. Ethyl acetate was added to the residue and insoluble materials were filtered off. The filtrate was concentrated in vacuo. The residue was purified by silica gel chromatography (ethyl acetate:hexane=1:9 to 6:4, volume ratio) to give the title compound (2.08 g, 87%) as a brown oil. MS 448 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08673942B2
Source datasetuspto-grants-2014_03
ORD IDord-d8b1be35004d4ead92da515341b53abb
Source noteuspto-grants-2014_03