4-Hydroxymethyl-bicyclo[2.2.2]octane-1-carboxylic acid

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4-Hydroxymethyl-bicyclo[2.2.2]octane-1-carboxylic acid Basic information
Product Name:4-Hydroxymethyl-bicyclo[2.2.2]octane-1-carboxylic acid
Synonyms:Bicyclo[2.2.2]octane-1-carboxylic acid, 4-(hydroxymethyl)-;4-Hydroxymethyl-bicyclo[2.2.2]octane-1-carboxylic acid
CAS:828-52-4
MF:C10H16O3
MW:184.23
EINECS:
Product Categories:
Mol File:828-52-4.mol
4-Hydroxymethyl-bicyclo[2.2.2]octane-1-carboxylic acid Structure
4-Hydroxymethyl-bicyclo[2.2.2]octane-1-carboxylic acid Chemical Properties
Melting point 187-188 °C
Boiling point 332.7±15.0 °C(Predicted)
density 1.285±0.06 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
pka4.97±0.10(Predicted)
Safety Information
HS Code 2918199890
MSDS Information
4-Hydroxymethyl-bicyclo[2.2.2]octane-1-carboxylic acid Usage And Synthesis
Synthesis
BICYCLO[2.2.2]OCTANE-1,4-DICARBOXYLIC ACID HEMIMETHYL ESTER

18720-35-9

4-HYDROXYMETHYL-BICYCLO[2.2.2]OCTANE-1-CARBOXYLIC ACID

828-52-4

General procedure for the synthesis of 4-(hydroxymethyl)bicyclo[2.2.2]octane-1-carboxylic acid from 4-(methoxycarbonyl)bicyclo[2.2.2]octane-1-carboxylic acid: sodium borohydride (5.8 g, 0.15 mol) was added batchwise to an aqueous solution of 4-(methoxycarbonyl)bicyclo[2.2.2]octane-1-carboxylic acid (6.5 g, 0.03 mol) ( 120 mL) in water. The reaction mixture was stirred at room temperature overnight. Subsequently, the reaction mixture was cooled with ice water and the pH was adjusted to 2-3 with dilute aqueous hydrochloric acid (1.0 M). The solid was collected by filtration and the filter cake was washed with cold water (20 mL) and finally dried under reduced pressure to afford the target product 4-(hydroxymethyl)bicyclo[2.2.2]octane-1-carboxylic acid (5.66 g, yield: 100%) as a white solid.

References[1] Patent: CN107663159, 2018, A. Location in patent: Paragraph 0377; 0378; 0379; 0380
4-Hydroxymethyl-bicyclo[2.2.2]octane-1-carboxylic acid Preparation Products And Raw materials
Raw materialsBicyclo[2.2.2]octane-1,4-dicarboxylic acid hemimethyl ester-->Sodium borohydride
Tag:4-Hydroxymethyl-bicyclo[2.2.2]octane-1-carboxylic acid(828-52-4) Related Product Information
4-Hydroxymethyl-bicyclo[2.2.2]octane-1-carboxylic acid Bicyclo[2.2.2]octane-1,4-dicarboxylic acid hemimethyl ester Diethyl 2,5-dioxobicyclo[2.2.2]octane-1,4-dicarboxylate Bicyclo[2.2.2]Octane-1,4-Dicarboxylic Acid dimethyl bicyclo[2.2.2]octane-1,4-dicarboxylate