Water → HCID 66592500, compound

HRID 548983Notes

Reaction equation

HRID 548983 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-a8f7123e0df142e598e5b9fc902dc2be
Source dataset
uspto-grants-2011_05
Patent number
US07943634B2

Reaction notes

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