Triethylamine → HCID 178521573, compound

HRID 624412Notes

Reaction equation

HRID 624412 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-a6ae6ec7832c4eb8b39184f70146f919
Source dataset
uspto-grants-2016_04
Patent number
US09303025B2

Reaction notes

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