Potassium Cyanide → HCID 14853009, compound

HRID 2290226Notes

Reaction equation

HRID 2290226 reaction equation
N[C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[C:7](=[O:11])[CH:6]([CH3:12])[CH2:5]2.N([O-])=O.[Na+].[C-:17]#[N:18].[K+]>F[B-](F)(F)F.[H+].O>[C:17]([C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[C:7](=[O:11])[CH:6]([CH3:12])[CH2:5]2)#[N:18]

Participants

6

Reactant 3

HCID 9032Potassium CyanideHCID 20133471HCID 20133471, compoundHCID 23668193Sodium Nitrite

Product 1

HCID 14853009HCID 14853009, compoundYield 74.3%

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 28118Tetrafluoroboric acidSolvent

Procedure

A solution of 5-amino-2-methyl-1-indanone (10.0 g) in fluoroboric acid (40%; 28.0 ml) was treated at 0°-5° C. with sodium nitrite (4.7 g) in water (8.0 ml). The diazonium salt solution was added to cuprous cyanide (25.0 g) and potassium cyanide (37.5 g) in water (100 ml) at 40° . The mixture was stirred at 10° for 10 minutes, cooled and extracted with chloroform. The extract was evaporated and the residue recrystallised from aqueous ethanol to give 5-cyano-2-methyl-1-indanone(7.89 g; m.p. 90°-91° C.).

Workup

  1. temperaturecooled
  2. extractionextracted with chloroform
  3. customThe extract was evaporated
  4. customthe residue recrystallised from aqueous ethanol

Sources & evidence

ORD record
ord-65c3b5673aca45c098922e6fe393b056
Source dataset
uspto-grants-1986_10
Patent number
US04616013

Reaction notes

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