Ethyl chloroformate → HCID 13282864, compound

HRID 1388181Notes

Reaction equation

HRID 1388181 reaction equation
[CH2:1]([O:3][C:4]([N:6]1[C:10]2([CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]2)[CH:9]([NH2:16])[CH2:8][CH2:7]1)=[O:5])[CH3:2].C([O-])(O)=O.[Na+].Cl[C:23]([O:25][CH2:26][CH3:27])=[O:24]>C(Cl)(Cl)Cl>[CH2:1]([O:3][C:4]([N:6]1[C:10]2([CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]2)[CH:9]([NH:16][C:23]([O:25][CH2:26][CH3:27])=[O:24])[CH2:8][CH2:7]1)=[O:5])[CH3:2]

Participants

5

Reactant 3

HCID 10928Ethyl chloroformateHCID 516892Sodium BicarbonateHCID 13282855Ethyl 4-amino-1-azaspiro[4.5]decane-1-carboxylate

Product 1

HCID 13282864HCID 13282864, compoundYield 79.8%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

To a stirring suspension of 5.7 g of 1-ethoxycarbonyl-4-amino-1-azaspiro[4.5]decane of Example 1e and 7. g of NaHCO3 in 100 ml of CHCl3 was added in a dropwise fashion 3.8 g of ethyl chloroformate. The mixture was refluxed for 4 hours, cooled to room temperature, filtered, washed with water, 3 N-HCl, saturated sodium bicarbonate solution and saturated NaCl solution, dried over Na2SO4 and then evaporated to give 6 g of 1-ethoxycarbonyl-4-(ethoxycarbonylamino)-1-azaspiro[4.5]decane.

Workup

  1. temperatureThe mixture was refluxed for 4 hours
  2. filtrationfiltered
  3. washwashed with water, 3 N-HCl, saturated sodium bicarbonate solution and saturated NaCl solution
  4. dry with materialdried over Na2SO4
  5. customevaporated

Sources & evidence

ORD record
ord-9d133adcc7154c5a9821c2569b620d65
Source dataset
uspto-grants-1984_02
Patent number
US04430335

Reaction notes

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