tert-Butyl 7-benzyl-1-oxa-4,7-diazaspiro[5.4]decane-4-carboxylate → tert-Butyl 1-oxa-4,7-diazaspiro[5.4]decane-4-carboxylate

HRID 8576Notes

Reaction equation

HRID 8576 reaction equation
C([N:8]1[CH2:24][CH2:23][CH2:22][C:9]21[O:14][CH2:13][CH2:12][N:11]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:10]2)C1C=CC=CC=1>CO.[Pd]>[O:14]1[C:9]2([CH2:22][CH2:23][CH2:24][NH:8]2)[CH2:10][N:11]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:12][CH2:13]1

Participants

4

Reactant 1

HCID 21983523tert-Butyl 7-benzyl-1-oxa-4,7-diazaspiro[5.4]decane-4-carboxylate

Product 1

HCID 21983552tert-Butyl 1-oxa-4,7-diazaspiro[5.4]decane-4-carboxylate

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

13.7 g (41 mmol) of tert-butyl 7-benzyl-1-oxa-4,7-diazaspiro[5.4]decane-4-carboxylate are dissolved in 300 ml of methanol, 3.0 g of 10% palladium on activated carbon are added, and hydrogenation is carried out at 100° C. and 100 bar. The catalyst is filtered off with suction, the filtrate is concentrated, and residue is distilled under high vacuum. 7.6 g (75% of theory) of the product are obtained.

Workup

  1. customis carried out at 100° C.
  2. filtrationThe catalyst is filtered off with suction
  3. concentrationthe filtrate is concentrated
  4. distillationresidue is distilled under high vacuum
  5. custom7.6 g (75% of theory) of the product are obtained

Sources & evidence

ORD record
ord-203ff97b1a6344499f1a81b6bc4020cf
Source dataset
uspto-grants-2006_08
Patent number
US07091198B1

Reaction notes

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