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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1596818Generated: October 25, 2026

Benzaldehyde → 1,2-Diphenylethanol

https://huagongshe.com/reaction/1596818

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzaldehydeHCID 240—
ReactantHexamethylphosphoramideHCID 12679—
Reactant3-Benzyl-2,2,4,4-tetramethyl-3-pentanolHCID 12586208—
ReactantButyllithiumHCID 178418339—
CatalystZincchlorideHCID 3007855—
SolventDiethyl EtherHCID 3283—
SolventPentaneHCID 8003—
SolventTetrahydrofuranHCID 8028—
Product1,2-DiphenylethanolHCID 94178—

Reaction Conditions

Temperature70 °C

Reaction Steps

1.33 ml of a 1.6-molar solution of n-butyllithium (2.13 mmol) in pentane were added dropwise at room temperature under argon for 2 minutes to a stirred solution of 500 mg (2.13 mmol) 3-benzyl-2,2,4,4-tetramethyl-3-pentanol in 4 ml THF. The solution obtained was stirred for 30 minutes, then 275 μl (2.13 mmol) benzaldehyde, 290 mg (2.13 mmol) ZnCl2 and 2 ml HMPA were added. The reaction mixture was heated to 70° C. and stirred for 4 hours at this temperature. Subsequently, it was cooled to room temperature and processed analogous to Example 1. The raw product obtained was cleaned by means of a silica column with 35% diethyl ether/light gasoline. There was obtained the alcohol as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06291713B1
Source datasetuspto-grants-2001_09
ORD IDord-da1ceb8825d14792851c1be0ef81b0bf
Source noteuspto-grants-2001_09