HCID 13282864, compound → N,1-Dimethyl-1-azaspiro[4.5]decan-4-amine

HRID 1388182Notes

Reaction equation

HRID 1388182 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].C(O[C:10]([N:12]1[C:16]2([CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]2)[CH:15]([NH:22][C:23](OCC)=O)[CH2:14][CH2:13]1)=O)C>C1COCC1>[CH3:10][N:12]1[C:16]2([CH2:17][CH2:18][CH2:19][CH2:20][CH2:21]2)[CH:15]([NH:22][CH3:23])[CH2:14][CH2:13]1

Participants

4

Reactant 2

HCID 13282864HCID 13282864, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 13282865N,1-Dimethyl-1-azaspiro[4.5]decan-4-amineYield 55.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a stirring solution of 2.4 g of lithium aluminum hydride (LAH) in 200 ml of THF was added in a dropwise manner 6.5 g of 1-ethoxycarbonyl-4-(ethoxycarbonylamino)-1-azaspiro[4.5]decane of Example 10 in 70 ml of THF. The resultant mixture was refluxed overnight, and then kept at room temperature for 48 hours. The excess LAH was destroyed with water, and the resultant mixture was filtered, washed with ether and then evaporated and then distilled at 55° C., 0.1 mm to yield 2.2 g of 1-methyl-4-methylamino-1-azaspiro[4.5]decane.

Workup

  1. customThe excess LAH was destroyed with water
  2. filtrationthe resultant mixture was filtered
  3. washwashed with ether
  4. customevaporated
  5. distillationdistilled at 55° C.

Sources & evidence

ORD record
ord-4d47cd6b32f94618bd9930abdf570d09
Source dataset
uspto-grants-1984_02
Patent number
US04430335

Reaction notes

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