Methanol → 2-Butyl-1,3-diazaspiro[4.4]non-1-en-4-one

HRID 322813

Reaction equation

HRID 322813 reaction equation
[C:1]([C:3]1([NH:8][C:9](=O)[CH2:10][CH2:11][CH2:12][CH3:13])[CH2:7][CH2:6][CH2:5][CH2:4]1)#[N:2].C[OH:16]>>[CH2:10]([C:9]1[NH:2][C:1](=[O:16])[C:3]2([CH2:7][CH2:6][CH2:5][CH2:4]2)[N:8]=1)[CH2:11][CH2:12][CH3:13]

Participants

3

Reactant 2

HCID 887MethanolHCID 11790092N-(1-Cyanocyclopentyl)pentanamide

Product 1

HCID 101765112-Butyl-1,3-diazaspiro[4.4]non-1-en-4-one

Procedure

To 19.6 g (0,1 mol) of 1-cyano-1-n-pentanoylaminocyclopentane dissolved in 70 ml of methanol, 5 g of Varion AD resin was added the reaction mixture was heated under reflux conditions for 3 hours. After filtration and evaporation 16.5 g (71.7%) of title compound was obtained, assay by GC: 92%.

Workup

  1. addition5 g of Varion AD resin was added the reaction mixture
  2. temperaturewas heated under reflux conditions for 3 hours
  3. filtrationAfter filtration
  4. customevaporation 16.5 g (71.7%) of title compound
  5. customwas obtained

Sources & evidence

ORD record
ord-0e035a38a6d2411897178fb37aeacd16
Source dataset
uspto-grants-2001_04
Patent number
US06211382B1

Linked notes

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