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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 970836Generated: October 31, 2026

Hydrochloric Acid → 1-{4-[3-(3,4-Bis-hydroxymethyl-phenyl)-propyl]-2-ethyl-phenoxy}-3,3-dimethyl-butan-2-ol

https://huagongshe.com/reaction/970836

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
ReactantDimethyl 4-[3-[4-(3,3-dimethyl-2-oxobutoxy)-3-ethylphenyl]propyl}phthalateHCID 17982979—
ReactantAluminium lithium hydrideHCID 21226445—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product1-{4-[3-(3,4-Bis-hydroxymethyl-phenyl)-propyl]-2-ethyl-phenoxy}-3,3-dimethyl-butan-2-olHCID 10453632—

Reaction Steps

900 mg (2 mmol) of dimethyl 4-{3-[4-(3,3-dimethyl-2-oxobutoxy)-3-ethylphenyl]propyl}phthalate are dissolved in 20 ml of THF, and slowly added to a suspension of 375 mg (10 mmol) of lithium aluminum hydride. The reaction medium is stirred for 30 minutes at room temperature, and is then sequentially treated by slow addition of 400 μl of water, 400 μl of 15% sodium hydroxide and 1 ml of water. The reaction medium is poured into a 1% hydrochloric acid solution, and then extracted with ethyl ether. The residue obtained after drying and concentrating is purified by chromatography on a silica column. A thick colorless oil is obtained (m=760 mg, y=95%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07312249B2
Source datasetuspto-grants-2007_12
ORD IDord-f79a07a054bb474f97ee352cfbb37a5f
Source noteuspto-grants-2007_12