Ethanol → HCID 637989, compound

HRID 2193485Notes

Reaction equation

HRID 2193485 reaction equation
C(OC([N:11]1[CH:18]2[CH2:19][CH:14]3[CH2:15][CH:16]([CH2:21][CH:12]1[CH2:13]3)[CH:17]2Br)=O)C1C=CC=CC=1.C(O)C.[H][H]>[Pd].C(N(CC)CC)C>[CH:12]12[CH2:21][CH:16]3[CH2:15][CH:14]([CH2:19][CH:18]([CH2:17]3)[NH:11]1)[CH2:13]2

Participants

6

Reactant 3

HCID 702EthanolHCID 66771921HCID 66771921, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 637989HCID 637989, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8471TriethylamineSolvent

Procedure

To 1.0 g of N-benzyloxycarbonyl-4-bromo-2-azaadamantane, 10 g of ethanol, 0.32 g of triethylamine and 0.5 g of 10 wt % Pd/C (containing 50% of water) were charged, followed by stirring at 20 to 30° C. for 5 hours while 0.5 MPa of a hydrogen pressure was applied. Filtration by Celite (registered trademark by Celite Corporation) was carried out to remove a solid, and the mother liquor was quantitatively analyzed, whereupon the yield of 2-azaadamantane was 85%.

Workup

  1. filtrationFiltration by Celite (registered trademark by Celite Corporation)
  2. customto remove a solid

Sources & evidence

ORD record
ord-4d37d6c95f2d45f69d270ac51022b751
Source dataset
uspto-grants-2012_12
Patent number
US08329909B2

Reaction notes

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