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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 654475Generated: October 30, 2026

Diethyl Ether → HCID 19887628, compound

https://huagongshe.com/reaction/654475

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantHCID 54285481HCID 54285481—
ReactantHCID 178418368HCID 178418368—
SolventTetrahydrofuranHCID 8028—
ProductHCID 19887628HCID 19887628—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of methyl indol-1-ylacetate (1.13 g, 5.9 mmol) from Example 1, Step 1, in THF at -78° C. was added dropwise a solution of 2M isobutyl magnesium chloride in Et2O (3.3 mL, 6.6 mmol). The reaction mixture was warmed up to 0° C. and kept at this temperature until the starting material disappeared. The reaction mixture was quenched with a 0.5M solution of Na and K tartrate and extracted with EtOAc. The extract was washed with a solution of NH4OAc, dried over MgSO4 and evaporated to dryness. The crude residue was chromatographed on flash silica gel column eluting with EtOAc-hexane (1:9) to afford the pure title product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05132319
Source datasetuspto-grants-1992_07
ORD IDord-04740d4a3c0b47449f5291c5693b2d6e
Source noteuspto-grants-1992_07