Potassium Cyanide → HCID 20342246, compound

HRID 2050183Notes

Reaction equation

HRID 2050183 reaction equation
[C:1]1([CH:7]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[N:8]2[CH2:11][CH:10]([CH:12]=[O:13])[CH2:9]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C-:20]#[N:21].[K+]>O.O1CCCC1>[OH:13][CH:12]([CH:10]1[CH2:11][N:8]([CH:7]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[CH2:9]1)[C:20]#[N:21]

Participants

5

Reactant 2

HCID 9032Potassium CyanideHCID 203422541-(Diphenylmethyl)azetidine-3-carbaldehyde

Product 1

HCID 20342246HCID 20342246, compoundYield 83.7%

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 1.13 g (4.49 mmoles) of crude 1-diphenylmethyl-3-formylazetidine in a mixture of 2 ml of water and 2 ml of tetrahydrofuran is added 878 mg (3 equivalents) of potassium cyanide, and the mixture is stirred at room temperature for 2 hours, mixed with water and extracted with methylene chloride. The extract is washed with water, dried, and evaporated to yield 1.046 g of crude 2-hydroxy-2-(1-diphenylmethylazetidin-3-yl)acetonitrile as hemi-solid product in 83% yield.

Workup

  1. extractionextracted with methylene chloride
  2. washThe extract is washed with water
  3. customdried
  4. customevaporated

Sources & evidence

ORD record
ord-913669e17579437b8e1de060f765069b
Source dataset
uspto-grants-1980_04
Patent number
US04200628

Reaction notes

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