Hydrochloric Acid → HCID 10036204, compound

HRID 749648Notes

Reaction equation

HRID 749648 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]2

Participants

8

Reactant 6

HCID 313Hydrochloric Acid2×HCID 712FormaldehydeHCID 1118Sulfuric AcidHCID 5234Sodium ChlorideHCID 24083Sulfuric acid magnesium salt (1:1)HCID 64556Tricyclo(3.3.1.1'3,7)dec-1-ylmethanol

Product 1

HCID 10036204HCID 10036204, compoundYield 77.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

A Kjeldahl flask of 50 ml equipped with a nozzle for introducing hydrogen chloride gas into which a stirrer was put 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 dried dichloromethane, and it was cooled down to 0° C. and stirred in an ice bath. Hydrogen chloride gas which was generated by mixing 10 g of sodium chloride with 50 ml of conc. sulfuric acid was blown thereinto through the nozzle for 60 minutes. After stirred for further 60 minutes, magnesium sulfate was filtered, and then gas chromatographic analysis was carried out to find that 1-adamantylmethanol was completely converted and that 1.67 g (7.8 mmol, isolation yield: 77.8%) of a colorless liquid which was the intended product was obtained at a selectivity of 94.5%.

Workup

  1. customA Kjeldahl flask of 50 ml equipped with a nozzle
  2. stirringAfter stirred for further 60 minutes
  3. filtrationmagnesium sulfate was filtered
  4. customwas obtained at a selectivity of 94.5%

Sources & evidence

ORD record
ord-f54dee54b6bc47b3b121797759fc69b0
Source dataset
uspto-grants-2008_07
Patent number
US07402712B2

Reaction notes

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