Hydrochloric Acid → HCID 15279121, compound

HRID 2302101Notes

Reaction equation

HRID 2302101 reaction equation
[C:1]([C:3]([C:6]12[CH2:15][CH:10]3[CH2:11][CH:12]([CH2:14][CH:8]([CH2:9]3)[CH2:7]1)[CH2:13]2)(O)[CH3:4])#[N:2].P(Cl)(Cl)(Cl)=O.C12CC3CC(CC(C3)C1)C2.Cl>CCOCC.N1C=CC=CC=1>[C:1]([C:3]([C:6]12[CH2:15][CH:10]3[CH2:11][CH:12]([CH2:14][CH:8]([CH2:9]3)[CH2:7]1)[CH2:13]2)=[CH2:4])#[N:2]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 9238AdamantaneHCID 24813Phosphorus oxychlorideHCID 15279120HCID 15279120, compound

Product 1

HCID 15279121HCID 15279121, compound

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 3283Diethyl EtherSolvent

Procedure

To the obtained 1-(1-cyano-1-hydroxyethyl) adamantane were added phosphorus oxychloride three times as much as the moles of the adamantane derivative, and170 ml of dried pyridine, and the resultant mixture was refluxed for 2 hours. Ether was added to the reaction mixture to a volume of 600 ml, and to this solution was added cooled 4N-hydrochloric acid (600 g) with stirring. The obtained organic layer was concentrated to give 17.4 g of 1-(1-cyanoethenyl)adamantane.

Workup

  1. additionto this solution was added
  2. concentrationThe obtained organic layer was concentrated

Sources & evidence

ORD record
ord-4e503e2d6d60415aae734e2339531c7b
Source dataset
uspto-grants-2002_08
Patent number
US06429314B1

Reaction notes

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