Water → HCID 66592500, compound

HRID 1091845Notes

Reaction equation

HRID 1091845 reaction equation
Cl.[CH3:2][O:3][C:4]1[C:12]2[O:11][CH:10]=[C:9]([CH2:13][CH2:14][NH2:15])[C:8]=2[CH:7]=[CH:6][CH:5]=1.C(N(CC)CC)C.Cl[C:24]([O:26][CH2:27][CH3:28])=[O:25].O>C1COCC1>[CH3:2][O:3][C:4]1[C:12]2[O:11][CH:10]=[C:9]([CH2:13][CH2:14][NH:15][C:24](=[O:25])[O:26][CH2:27][CH3:28])[C:8]=2[CH:7]=[CH:6][CH:5]=1

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 10928Ethyl chloroformateHCID 66591783HCID 66591783, compound

Product 1

HCID 66592500HCID 66592500, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To the suspension of 2-(7-methoxy-1-benzofuran-3-yl)ethanamine hydrochloride (from step 2) (0.432 g, 1.9 mmol) in dry THF, triethylamine (0.769 g, 7.6 mmol) was added followed by ethyl chloroformate (0.265 g, 2.4 mmol) and stirred for 18 hrs. Water was added to it and extracted with ethyl acetate. Organic layer was concentrated and purified on Silica gel column to yield Ethyl 2-(7-methoxy-1-benzofuran-3-yl)ethylcarbamate (82%).

Workup

  1. additionwas added
  2. extractionextracted with ethyl acetate
  3. concentrationOrganic layer was concentrated
  4. custompurified on Silica gel column

Sources & evidence

ORD record
ord-9d9636ee65db424ab350ab2e0d237bde
Source dataset
uspto-grants-2012_03
Patent number
US08129401B2

Reaction notes

Loading…