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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 968082Generated: October 26, 2026

Water → HO(CH2)4OCH(CH3)CH2OCH2Ph

https://huagongshe.com/reaction/968082

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant1,4-ButanediolHCID 8064—
ReactantPotassium HydroxideHCID 14797—
ReactantToluene-4-sulfonic acid, 2-benzyloxy-1-methylethyl esterHCID 562182—
Solvent1,4-DioxaneHCID 31275—
ProductHO(CH2)4OCH(CH3)CH2OCH2PhHCID 8580296158.3%

Reaction Conditions

Temperature102 °C

Reaction Steps

HO(CH2)4OH (37 g), potassium hydroxide (23 g) and dioxane (200 ml) were charged into a four necked flask and heated to an internal temperature of 102° C. to dissolve potassium hydroxide. A solution of TsOCH(CH3)CH2OCH2Ph (63.7 g) obtained in Example 2-1 in dioxane (65 ml), was dropwise added over a period of 1 hour and stirred for 4 hours. The mixture was left to cool, then added to water (350 ml) and extracted three times with dichloromethane (100 ml). The organic layer was washed with water (20 ml). It was dried over magnesium sulfate, filtered and then concentrated by an evaporator to obtain a crude product (52 g). It was purified by silica gel column chromatography to obtain the above-identified compound (27.6 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06956138B2
Source datasetuspto-grants-2005_10
ORD IDord-c9b22c7228584d37a66569033be51af3
Source noteuspto-grants-2005_10