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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2232734Generated: November 1, 2026

Oxalic Acid → 3,3-Bis(3-methoxyphenyl)-2-propenal

https://huagongshe.com/reaction/2232734

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalic AcidHCID 971—
ReactantDiisopropylamineHCID 7912—
ReactantDiethyl chlorophosphateHCID 13139—
Reactant3,3-DimethoxybenzophenoneHCID 22155405—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
SolventHexaneHCID 8058—
SolventN-Ethylidene-2-methylpropan-2-amineHCID 138901—
Product3,3-Bis(3-methoxyphenyl)-2-propenalHCID 14547229—

Reaction Steps

The compound was prepared according to the procedure described in Example 84 except that the reaction was worked up after 30 hours. The following reagents were used: 3,3-dimethoxybenzophenone (48.5 g), diisopropylamine (64.4 mL), 1.55M n-butyl lithium in hexane (286 mL), acetaldehyde N-tertbutylimine (29.5 mL), diethyl chlorophosphonate (33.2 mL) and tetrahydrofurane (400 mL). The work up, varied only in that the oxalic acid catalyzed hydrolysis was done at 85° C. over two hours, furnished 53 g of essentially pure 3,3-bis(3-methoxyphenyl)-2-propenal as a pale yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04788206
Source datasetuspto-grants-1988_11
ORD IDord-ae72c13857284f389dd56b7131ebe9a2
Source noteuspto-grants-1988_11