1,4-Dioxa-8-azaspiro(4.5)decane → HCID 68774873, compound

HRID 1711122Notes

Reaction equation

HRID 1711122 reaction equation
[O:1]1[C:5]2([CH2:10][CH2:9][NH:8][CH2:7][CH2:6]2)[O:4][CH2:3][CH2:2]1.[C:11](#[N:15])/[CH:12]=[CH:13]/[CH3:14]>CO>[O:1]1[C:5]2([CH2:10][CH2:9][N:8]([CH:13]([CH3:14])[CH2:12][C:11]#[N:15])[CH2:7][CH2:6]2)[O:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 674351,4-Dioxa-8-azaspiro(4.5)decaneHCID 637921Crotononitrile

Product 1

HCID 68774873HCID 68774873, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of 1,4-dioxa-8-azaspiro[4.5]decane (8.00 g, 55.9 mmol) in MeOH (70 ml) was added crotononitrile (18.74 g, 279 mol). The mixture was heated at 50° C. for 16 hours. MeOH and excess crotononitrile were removed by evaporation under reduced pressure to give 3-(1,4-dioxa-8-aza-spiro[4.5]dec-8-yl)-butyronitrile (11.75 g, 100%) as a pale yellow oil.

Workup

  1. customMeOH and excess crotononitrile were removed by evaporation under reduced pressure

Sources & evidence

ORD record
ord-79a52ef82f0f470eb7396dc51757cdc5
Source dataset
uspto-grants-2010_09
Patent number
US07790747B2

Reaction notes

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