3-allyl-N,N-dimethyl-9-phenyl-3-azaspiro[5.5]undecan-9-amine → HCID 59311794, compound

HRID 2059905Notes

Reaction equation

HRID 2059905 reaction equation
C([N:4]1[CH2:9][CH2:8][C:7]2([CH2:14][CH2:13][C:12]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)([N:15]([CH3:17])[CH3:16])[CH2:11][CH2:10]2)[CH2:6][CH2:5]1)C=C>Cl[Ru](=CC1C=CC=CC=1)([P](C1CCCCC1)(C1CCCCC1)C1CCCCC1)([P](C1CCCCC1)(C1CCCCC1)C1CCCCC1)Cl.C1(C)C=CC=CC=1>[CH3:16][N:15]([CH3:17])[C:12]1([C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH2:11][CH2:10][C:7]2([CH2:6][CH2:5][NH:4][CH2:9][CH2:8]2)[CH2:14][CH2:13]1

Participants

4

Reactant 1

HCID 673159273-allyl-N,N-dimethyl-9-phenyl-3-azaspiro[5.5]undecan-9-amine

Product 1

HCID 59311794HCID 59311794, compound

Reagents, catalysts & solvents 2

HCID 178479819HCID 178479819, compoundCatalystHCID 1140TolueneSolvent

Procedure

Grubb's catalyst (0.012 g, 0.013 mmol) was added to a solution of 3-allyl-N,N-dimethyl-9-phenyl-3-azaspiro[5.5]undecan-9-amine (0.09 g, 0.266 mmol) in dry toluene (5 ml) at room temperature and the mixture was refluxed for 2 h. The sediment was filtered off over celite and rewashed with ethyl acetate. The filtrate was concentrated to small volume under vacuum and the crude product used in the next stage without further purification. Yield: quantitative

Workup

  1. temperaturethe mixture was refluxed for 2 h
  2. filtrationThe sediment was filtered off over celite
  3. concentrationThe filtrate was concentrated to small volume under vacuum
  4. customthe crude product used in the next stage without further purification

Sources & evidence

ORD record
ord-e643fd924e394b98a41a4653d324a31e
Source dataset
uspto-grants-2012_10
Patent number
US08278319B2

Reaction notes

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