Triethylamine → HCID 178521573, compound

HRID 573135Notes

Reaction equation

HRID 573135 reaction equation
[NH2:1][C@H:2]1[CH2:7][CH2:6][C@H:5]([OH:8])[CH2:4][CH2:3]1.Br[CH2:10][CH2:11][O:12][CH2:13][CH2:14]Br.C(N(CC)CC)C>C(#N)C>[O:12]1[CH2:13][CH2:14][N:1]([C@H:2]2[CH2:7][CH2:6][C@H:5]([OH:8])[CH2:4][CH2:3]2)[CH2:10][CH2:11]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 21521Bis(2-bromoethyl) etherHCID 178511715HCID 178511715, compound

Product 1

HCID 178521573HCID 178521573, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
60 °C

Procedure

Trans-4-aminocyclohexanol (0.5 g), 1-bromo-2-(2-bromoethoxy)ethane (1.07 g) and triethylamine (2.42 mL) were dissolved in anhydrous acetonitrile (20 mL). The reaction mixture was heated at 60° C. overnight. The organic solvent was removed under vacuum. The residue was purified by flash column chromatography on silica gel eluting with 7-10% methanol in dichloromethane to give the title compound.

Workup

  1. customThe organic solvent was removed under vacuum
  2. customThe residue was purified by flash column chromatography on silica gel eluting with 7-10% methanol in dichloromethane

Sources & evidence

ORD record
ord-5492562e5b94491f81b5f375de7209e6
Source dataset
uspto-grants-2015_05
Patent number
US09029404B2

Reaction notes

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