Potassium Cyanide → HCID 13368604, compound

HRID 653076Notes

Reaction equation

HRID 653076 reaction equation
[OH:1][C:2]1[C:7]([CH2:8][CH2:9][CH3:10])=[C:6]([O:11][CH2:12][C:13]2[CH:18]=[CH:17][C:16]([CH2:19]Br)=[CH:15][CH:14]=2)[CH:5]=[CH:4][C:3]=1[C:21](=[O:23])[CH3:22].[C-:24]#[N:25].[K+]>CS(C)=O>[OH:1][C:2]1[C:7]([CH2:8][CH2:9][CH3:10])=[C:6]([O:11][CH2:12][C:13]2[CH:18]=[CH:17][C:16]([CH2:19][C:24]#[N:25])=[CH:15][CH:14]=2)[CH:5]=[CH:4][C:3]=1[C:21](=[O:23])[CH3:22]

Participants

4

Reactant 2

HCID 9032Potassium CyanideHCID 13019292HCID 13019292, compound

Product 1

HCID 13368604HCID 13368604, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

1-[2-Hydroxy-3-propyl-4-(4-bromomethylphenylmethoxy)phenyl]ethanone (7.2 g; 0.02 m) and potassium cyanide (2.5 g; 0.04 m) where dissolved in dry dimethylsulphoxide (60 ml) and stirred at room temperature for 2 hours. The solution was poured onto water with stirring and filtered to give a cream solid, which was dried at 60° C. under reduced pressure; Recrystallised from ethanol to give a pale cream crystalline solid m.p. 75°-76° C.

Workup

  1. additionThe solution was poured onto water
  2. stirringwith stirring
  3. filtrationfiltered
  4. customto give a cream solid, which
  5. customwas dried at 60° C. under reduced pressure
  6. customRecrystallised from ethanol

Sources & evidence

ORD record
ord-1170910e1d2b4ccaa9ce7bccb8512618
Source dataset
uspto-grants-1987_06
Patent number
US04675334

Reaction notes

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