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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 481849Generated: October 28, 2026

2-Chlorobenzaldehyde → HCID 54721677, compound

https://huagongshe.com/reaction/481849

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-ChlorobenzaldehydeHCID 6996—
ReactantMethyl acetoacetateHCID 7757—
ReactantSodium hydrideHCID 24758—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
SolventHexaneHCID 8058—
ProductHCID 54721677HCID 54721677—

Reaction Conditions

Temperature0 °C

Reaction Steps

The title compound was prepared as described in General Method 1 using 2.5 mL of methyl acetoacetate, 1.0 g of NaH 60% dispersion in oil, 12.5 mL of 2.0M n-butyl lithium in hexane, 3.3 mL of 2-chlorobenzaldehyde and 75 mL of tetrahydrofuran. After addition of the aldehyde, the reaction was stirred for 10 minutes at 0° C. then stirred for 2 hours at room temperature. The crude product was triturated from diethyl ether to afford a solid (m.p. 124°-125° C.). 1H NMR (CDCl3) δ2.63 (dd, 1H), 3.10 (dd, 1H), 3.68 (dd, 2H), 6.07 (dd, 1H), 7.3-7.65 (m, 4H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05789440
Source datasetuspto-grants-1998_08
ORD IDord-094f365dfdb040a1a5a5cbbb33b7d937
Source noteuspto-grants-1998_08