Sodium Cyanide → HCID 21431779, compound

HRID 436924Notes

Reaction equation

HRID 436924 reaction equation
BrC[C:3]1C=CC=C[C:4]=1[CH:9]1[CH2:14][CH2:13][CH:12]([C:15]([CH:17]2[CH2:22][CH2:21][CH:20](C3C=CC=CC=3CBr)[CH2:19][CH2:18]2)=[O:16])[CH2:11][CH2:10]1.[C-]#[N:32].[Na+].O1CCOCC1>O>[CH:17]1([C:15]([C:12]2[CH:13]=[CH:14][C:9]([CH2:4][C:3]#[N:32])=[CH:10][CH:11]=2)=[O:16])[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1

Participants

5

Reactant 3

HCID 8929Sodium CyanideHCID 312751,4-DioxaneHCID 86734843HCID 86734843, compound

Product 1

HCID 21431779HCID 21431779, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

Crude α-bromo-p-tolylcyclohexyl ketone (17 g.), sodium cyanide (3 g.), dioxan (80 ml.) and water (20 ml.) were heated under reflux for 4 hours. The mixture when cold was poured into water and extracted with ether. Evaporation of the extracts followed by chromatography on silica gave a solid (1.5 g.) which was crystallised from light petroleum (b.p. 60°-80°) m.p. 102°-103°.

Workup

  1. temperatureunder reflux for 4 hours
  2. extractionextracted with ether
  3. customEvaporation of the extracts
  4. customgave a solid (1.5 g.) which
  5. customwas crystallised from light petroleum (b.p. 60°-80°) m.p. 102°-103°

Sources & evidence

ORD record
ord-e7558b4ad5eb4a6ba5fd479d8c6de648
Source dataset
uspto-grants-1977_06
Patent number
US04028404

Reaction notes

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