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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1865922Generated: November 2, 2026

Benzoyl chloride → HCID 15951553, compound

https://huagongshe.com/reaction/1865922

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoyl chlorideHCID 7412—
ReactantSodium hydrideHCID 24758—
ReactantHCID 15951552HCID 15951552—
SolventDimethylformamideHCID 6228—
ProductHCID 15951553HCID 15951553102.9%

Reaction Steps

To a stirred solution of 40 mg (0.11 mmol) of 1′-[(2-methyl-1H-indol-3-yl)carbonyl]-3H-spiro[2-benzofuran-1,4′-piperidine] (the preparation of which has been described in example 43) in 3 ml DMF was added 5 mg (0.11 mmol) NaH (60% in oil). The mixture was stirred at RT for 30 min. and then 19 mg (0.13 mmol) of benzoyl chloride was added. The mixture was stirred an additional hour and then poured onto water and extracted with ethyl acetate. The combined organic phases were dried over Na2SO4 and concentrated in vacuo. Re-crystallization in Et2O afforded 51 mg (98%) of 1′-[(1-benzoyl-2-methyl-1H-indol-3-yl)carbonyl]-3H-spiro[2-benzofuran-1,4′-piperidine] as white crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07629353B2
Source datasetuspto-grants-2009_12
ORD IDord-cafd824b8e114393adc0f674ef427d6e
Source noteuspto-grants-2009_12