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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2234100Generated: November 2, 2026

Methoxymethyl-triphenylphosphonium chloride → HCID 67148474, compound

https://huagongshe.com/reaction/2234100

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethoxymethyl-triphenylphosphonium chlorideHCID 2723798—
ReactantHCID 86612052HCID 86612052—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67148474HCID 67148474—

Reaction Conditions

Temperature-78 °C

Reaction Steps

1.23 g Methoxymethyltriphenylphoshonium chloride is suspended in 10 mL THF and cooled to −78° C. 2.20 mL butyllithium (1.6 M in hexanes) is added dropwise and the resulting mixture is stirred for 30 min at −78° C. and then warmed in an ice bath to 0° C. After addition of a solution of 734 mg 6-formyl-2-(3-methoxy-6-pyridin-4-yl-pyridazin-4-yl)-indole-1-carboxylic acid tert-butyl ester (see above) in 5 mL THF the reaction mixture is heated to reflux for 5 hours. After cooling to rt, the reaction mixture is diluted with heptanes, washed with water, dried (MgSO4) and concentrated in vacuo. The resulting 280 mg crude enol ether is directly used in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07709466B2
Source datasetuspto-grants-2010_05
ORD IDord-f6a2c84b44274a60985f0b3678dd1b76
Source noteuspto-grants-2010_05