Potassium Cyanide → 2-Cyanomethyl-5-methoxy-1-indanone

HRID 1105548Notes

Reaction equation

HRID 1105548 reaction equation
Cl.N1([CH2:8][CH:9]2[CH2:17][C:16]3[C:11](=[CH:12][CH:13]=[C:14]([O:18][CH3:19])[CH:15]=3)[C:10]2=[O:20])CCCCC1.[C-:21]#[N:22].[K+]>O.Cl>[C:21]([CH2:8][CH:9]1[CH2:17][C:16]2[C:11](=[CH:12][CH:13]=[C:14]([O:18][CH3:19])[CH:15]=2)[C:10]1=[O:20])#[N:22]

Participants

5

Reactant 2

HCID 9032Potassium CyanideHCID 205556122-Piperidinomethyl-5-methoxy-1-indanone hydrochloride

Product 1

HCID 205555852-Cyanomethyl-5-methoxy-1-indanone

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 962WaterSolvent2×

Procedure

The starting material is prepared as follows: To the solution of 47.5 g of 2-piperidinomethyl-5-methoxy-1-indanone hydrochloride (m.p. 177°-180°) in 290 ml of water, 13.5 ml of concentrated hydrochloric acid are added, followed by the slow addition of the solution of 21 g of potassium cyanide in 160 ml of water, which is introduced below the surface of the liquid. The mixture is refluxed for 21/2 hours, cooled, the resulting precipitate filtered off and dried, to yield the 2-cyanomethyl-5-methoxy-1-indanone, melting at 117°-120°.

Workup

  1. customThe starting material is prepared
  2. additionis introduced below the surface of the liquid
  3. temperatureThe mixture is refluxed for 21/2 hours
  4. temperaturecooled
  5. filtrationthe resulting precipitate filtered off
  6. customdried

Sources & evidence

ORD record
ord-952cdb6b8fe34bf2abe6c009599e1c51
Source dataset
uspto-grants-1982_01
Patent number
US04309345

Reaction notes

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