Phenethylamine → HCID 10219693, compound

HRID 2293129Notes

Reaction equation

HRID 2293129 reaction equation
[F:1][CH2:2][C:3]([OH:5])=O.C1(N=C=NC2CCCCC2)CCCCC1.[CH2:21]([NH2:29])[CH2:22][C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1>ClCCl>[C:23]1([CH2:22][CH2:21][NH:29][C:3](=[O:5])[CH2:2][F:1])[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

Participants

5

Reactant 3

HCID 1001PhenethylamineHCID 5237Fluoroacetic acidHCID 10868Dicyclohexylcarbodiimide

Product 1

HCID 10219693HCID 10219693, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a mixture containing 11.7 g of fluoroacetic acid (0.15M), 27.3 ml of dicyclohexylcarbodiimide(0.17M) and 200 ml of dichloromethane was dropwise added 17 ml of phenethylamine(0.17M), which was stirred for 12 hours. The solids produced were filtered and the filtrate was washed with water, dried over anhydrous sodium sulfate and concentrated. The residue was purified by silica gel column chromatography to give 11.9 g of the title compound as white solids.

Workup

  1. customThe solids produced
  2. filtrationwere filtered
  3. washthe filtrate was washed with water
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated
  6. customThe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-ccf12aa8adda43408dcf0fd6d1681d14
Source dataset
uspto-grants-1997_11
Patent number
US05686458

Reaction notes

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