Ethyl 2-(3-aminophenoxy)acetate → HCID 59654750, compound

HRID 1444369Notes

Reaction equation

HRID 1444369 reaction equation
[C:1]1([C:7]2[O:11][C:10]([C:12]([OH:14])=O)=[CH:9][CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:15]([O:17][C:18](=[O:28])[CH2:19][O:20][C:21]1[CH:26]=[CH:25][CH:24]=[C:23]([NH2:27])[CH:22]=1)[CH3:16]>CCOC(C)=O>[CH2:15]([O:17][C:18](=[O:28])[CH2:19][O:20][C:21]1[CH:26]=[CH:25][CH:24]=[C:23]([NH:27][C:12]([C:10]2[O:11][C:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)=[CH:8][CH:9]=2)=[O:14])[CH:22]=1)[CH3:16]

Participants

4

Reactant 2

HCID 412308Ethyl 2-(3-aminophenoxy)acetateHCID 7362555-Phenylfuran-2-carboxylic acid

Product 1

HCID 59654750HCID 59654750, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Carboxylic acid (56) (50 mg, 0.27 mmol) was coupled to aniline (64) (52 mg, 0.27 mmol) using Method C. During this reaction, partial hydrolysis occurred. The residue was re-dissolved in EtOAc (2 ml) and the organic layer was washed with 1M HCl (2×1 ml), dried (Na2SO4), filtered and the solvent removed in vacuo to give a mixture of acid and ester, which was used without further purification.

Workup

  1. customDuring this reaction, partial hydrolysis
  2. washthe organic layer was washed with 1M HCl (2×1 ml)
  3. dry with materialdried (Na2SO4)
  4. filtrationfiltered
  5. customthe solvent removed in vacuo
  6. customto give
  7. customwas used without further purification

Sources & evidence

ORD record
ord-fdfb49b888e647e88319e4236970515e
Source dataset
uspto-grants-2010_02
Patent number
US07662839B2

Reaction notes

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