Hydrochloric Acid → HCID 10036204, compound
Reaction equation
[ClH:1].[C:2]12([CH2:12][OH:13])[CH2:11][CH:6]3[CH2:7][CH:8]([CH2:10][CH:4]([CH2:5]3)[CH2:3]1)[CH2:9]2.[CH2:14]=O.S([O-])([O-])(=O)=O.[Mg+2].[Cl-].[Na+].S(=O)(=O)(O)O>ClCCl>[Cl:1][CH2:14][O:13][CH2:12][C:2]12[CH2:9][CH:8]3[CH2:7][CH:6]([CH2:5][CH:4]([CH2:10]3)[CH2:3]1)[CH2:11]2Participants
Reactant 6
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
A Kjeldahl flask having a volume of 50 ml equipped with a nozzle for introducing hydrogen chloride gas was charged with 1.66 g (10 mmol) of 1-adamantylmethanol, 0.60 g (20 mmol) of paraformaldehyde, 1.20 g (10 mmol) of magnesium sulfate and 30 ml of dried dichloromethane, and it was cooled to 0° C. on an ice bath and stirred. Hydrogen chloride gas generated by mixing 10 g of sodium chloride with 50 ml of conc. sulfuric acid was blown thereinto through the nozzle for one hour. After further stirring for 60 minutes, magnesium sulfate was filtered, and then the solution was analyzed by gas chromatography to confirm that 1-adamantylmethanol was completely converted and that the intended product was obtained at a selectivity of 94.5%. Hydrogen chloride and dichloromethane were removed, and then refining was carried out by distillation to isolate 1.87 g (8.72 mmol, yield 87.2%) of the intended product.
Workup
- customequipped with a nozzle
- stirringAfter further stirring for 60 minutes
- filtrationmagnesium sulfate was filtered
- customwas obtained at a selectivity of 94.5%
- customHydrogen chloride and dichloromethane were removed
- distillationrefining was carried out by distillation
Sources & evidence
- ORD record
- ord-492fe12d3ab94f4682a0df1623d609b8
- Source dataset
- uspto-grants-2008_12
- Patent number
- US07470824B2
Reaction notes
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