4-hydroxy-Bicyclo[2.2.2]octane-1-carboxylic acid
- Product Name
- 4-hydroxy-Bicyclo[2.2.2]octane-1-carboxylic acid
- CAS No.
- 1127-13-5
- Chemical Name
- 4-hydroxy-Bicyclo[2.2.2]octane-1-carboxylic acid
- Synonyms
- 4-Hydroxybicyclo[2.2.2]octan-1-carboxylic acid;4-hydroxy-Bicyclo[2.2.2]octane-1-carboxylic acid;Bicyclo[2.2.2]octane-1-carboxylic acid, 4-hydroxy-
- CBNumber
- CB32610992
- Molecular Formula
- C9H14O3
- Formula Weight
- 170.21
- MOL File
- 1127-13-5.mol
4-hydroxy-Bicyclo[2.2.2]octane-1-carboxylic acid Property
- Melting point:
- 224-226 °C(bomb tube)
- Boiling point:
- 322.2±42.0 °C(Predicted)
- Density
- 1.398±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- pka
- 4.84±0.10(Predicted)
- Appearance
- Off-white to light brown Solid
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- AS58618
- Product name
- 4-Hydroxybicyclo[2.2.2]octane-1-carboxylic acid
- Purity
- 97+%
- Packaging
- 250mg
- Price
- $288
- Updated
- 2021/12/16
- Product number
- 8533CT
- Product name
- 4-Hydroxybicyclo[2.2.2]octane-1-carboxylicacid
- Packaging
- 250mg
- Price
- $355
- Updated
- 2021/12/16
- Product number
- AS58618
- Product name
- 4-Hydroxybicyclo[2.2.2]octane-1-carboxylic acid
- Purity
- 97+%
- Packaging
- 1g
- Price
- $593
- Updated
- 2021/12/16
- Product number
- 8533CT
- Product name
- 4-Hydroxybicyclo[2.2.2]octane-1-carboxylicacid
- Packaging
- 1g
- Price
- $651
- Updated
- 2021/12/16
- Product number
- AS58618
- Product name
- 4-Hydroxybicyclo[2.2.2]octane-1-carboxylic acid
- Purity
- 97+%
- Packaging
- 5G
- Price
- $1387
- Updated
- 2021/12/16
4-hydroxy-Bicyclo[2.2.2]octane-1-carboxylic acid Chemical Properties,Usage,Production
Uses
4-Hydroxy-bicyclo[2.2.2]octane-1-carboxylic acid can be used as reagent/reactant in preparation and structure activity relations of tricyclic imidazoline derivatives as potent and selective adenosine A1 receptor antagonists.
Synthesis
23062-51-3
1127-13-5
General procedure for the synthesis of 4-hydroxybicyclo[2.2.2]octane-1-carboxylic acid from methyl 4-bromobicyclo[2.2.2]octane-1-carboxylate: 65 mL of 10% aqueous NaOH was added to a reaction vial containing 677 mg of the product of the preparation of Step A of Example 55. The reaction mixture was placed in a 100°C oil bath and stirred for 42 hours. Upon completion of the reaction, the mixture was concentrated to 15 mL and subsequently diluted with 30 mL of 1N HCl aqueous solution. The pH of the mixture was adjusted to 1 with 12N HCl aqueous solution and then extracted with EtOAc (5 x 70 mL). The organic phases were combined, dried over anhydrous MgSO4, filtered and concentrated to give 540 mg of 4-hydroxybicyclo[2,2,2]octane-1-carboxylic acid in 89% yield. [MH]+ = 171.
References
[1] Patent: WO2006/128184, 2006, A2. Location in patent: Page/Page column 174
[2] Journal of Organic Chemistry, 1970, vol. 35, p. 917 - 923
[3] Patent: US2010/267738, 2010, A1. Location in patent: Page/Page column 34
[4] Patent: WO2012/145569, 2012, A1. Location in patent: Page/Page column 136
[5] Patent: WO2015/5901, 2015, A1. Location in patent: Page/Page column 609
4-hydroxy-Bicyclo[2.2.2]octane-1-carboxylic acid Preparation Products And Raw materials
Raw materials
Preparation Products
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