Sodium → HCID 14552385, compound

HRID 654745Notes

Reaction equation

HRID 654745 reaction equation
[Na].[CH2:2]([O:4][C:5]([CH:7]1[CH:16]([NH2:17])[CH2:15][CH2:14][C:9]2([O:13][CH2:12][CH2:11][O:10]2)[CH2:8]1)=[O:6])[CH3:3]>C(O)C>[NH2:17][C@@H:16]1[CH2:15][CH2:14][C:9]2([O:13][CH2:12][CH2:11][O:10]2)[CH2:8][C@H:7]1[C:5]([O:4][CH2:2][CH3:3])=[O:6]

Participants

4

Reactant 2

HCID 5360545SodiumHCID 14552384HCID 14552384, compound

Product 1

HCID 14552385HCID 14552385, compoundYield 85.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

Sodium metal (27.7 g, 1.2 mole) was reacted with ethanol (1 1), then ethyl-8-amino-1,4-dioxaspiro-[4.5]-decane-7-carboxylate (137.7 g, 0.6 mole) in ethanol (400 ml) was added. The mixture was refluxed for 11/2 hours, then cooled to room temperature, poured into ice, and made basic. The product was extracted with methylene chloride, dried with sodium sulfate and evaporated to give 118.0 g (85.7%) of the title product.

Workup

  1. temperatureThe mixture was refluxed for 11/2 hours
  2. additionpoured into ice
  3. extractionThe product was extracted with methylene chloride
  4. dry with materialdried with sodium sulfate
  5. customevaporated

Sources & evidence

ORD record
ord-612371824e85485db48cb5991954b6bc
Source dataset
uspto-grants-1992_07
Patent number
US05134143

Reaction notes

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