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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 895772Generated: October 30, 2026

Water → Bis(2-methylphenyl)methanone

https://huagongshe.com/reaction/895772

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBenzothiazoleHCID 7222—
ReactantTetrahydrofuranHCID 8028—
ReactantEthyl AcetateHCID 8857—
ReactantButyllithiumHCID 178418339—
ProductBis(2-methylphenyl)methanoneHCID 21938764%

Reaction Conditions

Temperature25 °C

Reaction Steps

Step 5 Under anhydrous conditions the benzothiazole acid (step 4) was dissolved in THF (0.052 M). At −78° C. added BuLi (2.2 eq). After 1 h at −78° C. to 0° C., added the amide (1.28 eq) from step 1 of Example 81, in THF, at −78° C., over 5 min. After 0.5 h at −78° C., the reaction was allowed to warm to 25° C. After stirring at 25° C. for 2 h, workup with ethyl acetate and water and chromatography afforded pure tolyl ketone acid product (64%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06916841B2
Source datasetuspto-grants-2005_07
ORD IDord-5399eb0d3fe44e1399b865a426fdc97c
Source noteuspto-grants-2005_07