7-(2,4-Dimethoxy-benzyl)-2-oxa-7-aza-spiro[3.5]nonane → 2-Oxa-7-azaspiro[3.5]nonane

HRID 1850312Notes

Reaction equation

HRID 1850312 reaction equation
COC1C=C(OC)C=CC=1C[N:6]1[CH2:14][CH2:13][C:9]2([CH2:12][O:11][CH2:10]2)[CH2:8][CH2:7]1>CO.[OH-].[OH-].[Pd+2]>[CH2:10]1[C:9]2([CH2:13][CH2:14][NH:6][CH2:7][CH2:8]2)[CH2:12][O:11]1

Participants

4

Reactant 1

HCID 674692077-(2,4-Dimethoxy-benzyl)-2-oxa-7-aza-spiro[3.5]nonane

Product 1

HCID 219552842-Oxa-7-azaspiro[3.5]nonaneYield 80%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

To a solution of 7-(2,4-Dimethoxy-benzyl)-2-oxa-7-aza-spiro[3.5]nonane (125) (300 mg, 1.1 mmol) in MeOH (10 mL) was added Pd(OH)2 (300 mg). The reaction solution was stirred at RT overnight under H2 atmosphere. LCMS showed that most of the staring material was consumed. The mixture was filtered and concentrated to give the product (126) (112 mg, 0.88 mmol, yield: 80%). ESI-MS (M+1): 128 calc. for C7H13NO 127.

Workup

  1. customwas consumed
  2. filtrationThe mixture was filtered
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-605acc0ffe414be1973040b23ca43039
Source dataset
uspto-grants-2015_02
Patent number
US08957073B2

Reaction notes

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