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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1496691Generated: October 31, 2026

Methanol → 3,3-Diphenylpropanol

https://huagongshe.com/reaction/1496691

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantWaterHCID 962—
ReactantEthyl 3,3-diphenylpropanoateHCID 344791—
ReactantDiisobutylaluminumhydrideHCID 21225700—
SolventTolueneHCID 1140—
SolventDichloromethaneHCID 6344—
Product3,3-DiphenylpropanolHCID 29908100.2%

Reaction Steps

To a 30 L reaction kettle was slowly added a solution of diisobutylaluminum hydride in toluene (15 L, 1 mol/L) at −20° C. After stirring, to the resulting mixture was slowly added a solution of ethyl 3,3-diphenyl-1-propanate (1200 g, 4.7 mol) in dichloromethane dropwisely. After the completion of dropwise addition, the reaction was conducted at 25° C. for 12 hours. After the completion of reaction monitored by TLC, the reaction solution was divided into three parts. 200 mL methanol and 1000 mL water were slowly added respectively at −20° C. to quench off the reaction. The reaction solutions were combined and extracted with dichloromethane. The organic phase was dried over anhydrous sodium sulfate, and evaporated to remove the solvent to produce an oily crude product of 3,3-diphenyl-1-propanol (1000 g), which was directly used in the next reaction.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09198902B2
Source datasetuspto-grants-2015_12
ORD IDord-f7ed78a286ee419088cbf627c2240521
Source noteuspto-grants-2015_12