Triethylamine → HCID 66592506, compound

HRID 548977Notes

Reaction equation

HRID 548977 reaction equation
[CH3:1][O:2][C:3]1[C:11]2[O:10][C:9]([CH2:12][CH2:13][NH2:14])=[CH:8][C:7]=2[CH:6]=[CH:5][CH:4]=1.C(N(CC)CC)C.Cl[C:23]([O:25][CH2:26][CH3:27])=[O:24]>C1COCC1>[CH3:1][O:2][C:3]1[C:11]2[O:10][C:9]([CH2:12][CH2:13][NH:14][C:23](=[O:24])[O:25][CH2:26][CH3:27])=[CH:8][C:7]=2[CH:6]=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 10928Ethyl chloroformateHCID 66592603HCID 66592603, compound

Product 1

HCID 66592506HCID 66592506, compoundYield 21.8%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2-(7-methoxy-1-benzofuran-2-yl)ethanamine (from step 5) (100 mg, 0.523 mmol) was dissolved in THF (4 ml). To this solution triethylamine (0.211 g, 2.09 mmol) and ethyl chloroformate (0.085 g, 0.784 mmol) was added at 0° C. and then stirred at room temperature for 5 h. THF was evaporated and the residue was purified by column chromatography using 100-200 mesh silica gel and eluted in 5% ethyl acetate-petroleum ether to obtain 30 mg of yellow thick liquid.

Workup

  1. customTHF was evaporated
  2. customthe residue was purified by column chromatography
  3. washeluted in 5% ethyl acetate-petroleum ether

Sources & evidence

ORD record
ord-34e2b135c9d74fba8e2833f7a7b2b4b2
Source dataset
uspto-grants-2011_05
Patent number
US07943634B2

Reaction notes

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