N-Benzyl-1,4-dioxaspiro[4.5]decan-8-amine → 1,4-Dioxaspiro[4.5]decan-8-amine

HRID 1444604Notes

Reaction equation

HRID 1444604 reaction equation
C([NH:8][CH:9]1[CH2:18][CH2:17][C:12]2([O:16][CH2:15][CH2:14][O:13]2)[CH2:11][CH2:10]1)C1C=CC=CC=1>CCO>[O:13]1[C:12]2([CH2:17][CH2:18][CH:9]([NH2:8])[CH2:10][CH2:11]2)[O:16][CH2:15][CH2:14]1

Participants

3

Reactant 1

HCID 11791515N-Benzyl-1,4-dioxaspiro[4.5]decan-8-amine

Product 1

HCID 146343151,4-Dioxaspiro[4.5]decan-8-amineYield 82%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Benzyl-(1,4-dioxa-spiro[4.5]dec-8-yl)-amine (6.4 mmol) was dissolved in EtOH (10 ml) and hydrogenated under nitrogen with Pd(C) 340 mg (0.32 mmol) with stirring overnight at RT. The reaction mixture was filtered out over Celite and washed with CH2Cl2. After removal of the solvent, the product 1,4-dioxa-spiro[4.5]dec-8-ylamine 824 mg (82% of theoretical) was obtained.

Workup

  1. filtrationThe reaction mixture was filtered out over Celite
  2. washwashed with CH2Cl2
  3. customAfter removal of the solvent

Sources & evidence

ORD record
ord-26f89dc5521a4eeb922f6c7f9d6038d9
Source dataset
uspto-grants-2010_02
Patent number
US07662828B2

Reaction notes

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