Ethyl Acetate → HCID 66755730, compound

HRID 1642104Notes

Reaction equation

HRID 1642104 reaction equation
[C-:1]#[N:2].[K+].[NH:4]1[CH2:8][CH2:7][CH2:6][CH2:5]1.[O:9]1[C:13]2([CH2:18][CH2:17][CH:16]([CH:19]=O)[CH2:15][CH2:14]2)[O:12][CH2:11][CH2:10]1.C(OCC)(=O)C>C(O)C.O>[N:4]1([CH:19]([CH:16]2[CH2:15][CH2:14][C:13]3([O:9][CH2:10][CH2:11][O:12]3)[CH2:18][CH2:17]2)[C:1]#[N:2])[CH2:8][CH2:7][CH2:6][CH2:5]1

Participants

7

Reactant 4

HCID 8857Ethyl AcetateHCID 9032Potassium CyanideHCID 31268PyrrolidineHCID 98989471,4-Dioxaspiro(4.5)decane-8-carbaldehyde

Product 1

HCID 66755730HCID 66755730, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

KCN (0.17 mol) and pyrrolidine (12.07 g, 0.17 mol) were added to a solution of 1,4-dioxa-spiro[4.5]decane-8-carboxaldehyde (0.141 mol) in a mixture of ethanol (141 ml) and water (70 ml), and stirring was carried out for 72 h at 25° C. After addition of ethyl acetate (700 ml), the organic phase was separated off and washed in succession with water (4×150 ml) and aqueous FeSO4 solution (4×150 ml). The organic phase was separated off and dried over Na2SO4 and then filtered off. The solvent was removed in vacuo, and the product was used in the next stage without being purified further.

Workup

  1. customthe organic phase was separated off
  2. washwashed in succession with water (4×150 ml) and aqueous FeSO4 solution (4×150 ml)
  3. customThe organic phase was separated off
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered off
  6. customThe solvent was removed in vacuo
  7. customwithout being purified further

Sources & evidence

ORD record
ord-cc5a794519b24da4b8faa23934bf6e4d
Source dataset
uspto-grants-2012_02
Patent number
US08119633B2

Reaction notes

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