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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 348502Generated: October 27, 2026

Neopentyl glycol → 3-(5,5-Dimethyl-1,3-dioxan-2-yl)-1-(4-ethoxyphenyl)butan-1-one

https://huagongshe.com/reaction/348502

Reaction equation

Participants

RoleNameHCIDCharge
ReactantNeopentyl glycolHCID 31344—
ReactantDimethylacetamideHCID 31374—
Reactant2-Bromo-1-(4-ethoxyphenyl)ethanoneHCID 2113060—
ReactantN,N-Bis(2-methylpropyl)prop-1-en-1-amineHCID 54063094—
SolventWaterHCID 962—
Product3-(5,5-Dimethyl-1,3-dioxan-2-yl)-1-(4-ethoxyphenyl)butan-1-oneHCID 1172269874%

Reaction Steps

2-Bromo-1-(4-ethoxyphenyl)ethan-1-one (4.0 g) and N,N-bis(2-methylpropyl)-1-propenylamine (4.0 g) were added to 16 ml of dimethylacetamide under an atmosphere of nitrogen and the mixture was stirred between 50° C. and 55° C. for 2 hours. To the reaction mixture were added successively 1.6 g of paratoluenesulfonic acid and 2.1 g of neopentyl glycol and the mixture was stirred between 50° C. and 60° C. for 3 hours. After addition of 8 ml of water to the reaction mixture and cooling the reaction mixture to the room temperature, crystals precipitated. These crystals were isolated by filtration to give 3.7 g (yield 74%) of the title compound as white crystals. The 1H-NMR spectrum of the product is substantially identical with that of the product of Example 1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07176323B2
Source datasetuspto-grants-2007_02
ORD IDord-5047eab9b91a4888887c1f259dbfd8e3
Source noteuspto-grants-2007_02