Hydrochloric Acid → HCID 15279120, compound

HRID 2302100Notes

Reaction equation

HRID 2302100 reaction equation
[C:1]([C:3]([C:10]12[CH2:19][CH:14]3[CH2:15][CH:16]([CH2:18][CH:12]([CH2:13]3)[CH2:11]1)[CH2:17]2)([O:5][Si](C)(C)C)[CH3:4])#[N:2].Cl.C(=O)([O-])O.[K+]>O1CCCC1>[C:1]([C:3]([C:10]12[CH2:19][CH:14]3[CH2:15][CH:16]([CH2:18][CH:12]([CH2:13]3)[CH2:11]1)[CH2:17]2)([OH:5])[CH3:4])#[N:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 516893Potassium BicarbonateHCID 15279119HCID 15279119, compound

Product 1

HCID 15279120HCID 15279120, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The obtained 1-(1-cyano-1-trimethylsilyloxyethyl)adamantane was added to 45 ml of tetrahydrofuran and 17 ml of 2N-hydrochloric acid, and the resultant mixture was refluxed with stirring for 3 hours. After cooling the reaction mixture and adding an aqueous solution (water: 170 ml) of potassium hydrogencarbonate (11 g) thereto, the resultant mixture was extracted with ether, and the obtained organic layer was concentrated to give 24.1 g of 1-(1-cyano-1-hydroxyethyl)adamantane (white solid substance).

Workup

  1. temperatureAfter cooling the reaction mixture
  2. extractionthe resultant mixture was extracted with ether
  3. concentrationthe obtained organic layer was concentrated

Sources & evidence

ORD record
ord-83105d3d834e4f64872f7dc007355ca0
Source dataset
uspto-grants-2002_08
Patent number
US06429314B1

Reaction notes

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