Acetic Acid → HCID 67995728, compound

HRID 1615135Notes

Reaction equation

HRID 1615135 reaction equation
[CH3:1][C:2]1([CH3:14])[CH2:7][O:6][C:5]2([CH2:12][CH2:11][C:10](=O)[CH2:9][CH2:8]2)[O:4][CH2:3]1.[C:15]([CH2:17][C:18]([O:20][CH2:21][CH3:22])=[O:19])#[N:16].N1CCCCC1.C(O)(=O)C>C(O)C>[CH2:21]([O:20][C:18](=[O:19])[C:17]([C:15]#[N:16])=[C:10]1[CH2:11][CH2:12][C:5]2([O:6][CH2:7][C:2]([CH3:14])([CH3:1])[CH2:3][O:4]2)[CH2:8][CH2:9]1)[CH3:22]

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 7764Ethyl cyanoacetateHCID 8082PiperidineHCID 5879683,3-Dimethyl-1,5-dioxaspiro(5.5)undecan-9-one

Product 1

HCID 67995728HCID 67995728, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 3,3-dimethyl-1,5-dioxa-spiro[5.5]undecan-9-one (10.0 g), ethyl cyanoacetate (5.9 mL), piperidine (0.5 mL), acetic acid (0.3 mL), and ethanol (100 mL) is stirred at room temperature overnight. The mixture is then cooled to −5° C. and the precipitate formed is separated by filtration, washed with ice-cold ethanol, and dried to give the title compound as a colorless solid. Yield: 13.7 g (93% of theory); Mass spectrum (ESI+): m/z=294 [M+H]+.

Workup

  1. temperatureThe mixture is then cooled to −5° C.
  2. customthe precipitate formed
  3. customis separated by filtration
  4. washwashed with ice-cold ethanol
  5. customdried

Sources & evidence

ORD record
ord-f9ab6c09090440a39909916e16842bca
Source dataset
uspto-grants-2014_07
Patent number
US08765744B2

Reaction notes

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