Hydrochloric Acid → HCID 178486758, compound

HRID 2277402Notes

Reaction equation

HRID 2277402 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6]([O:8][CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[C:5]([O:16][CH3:17])=[CH:4][C:3]=1[C:18](=[O:20])[CH3:19].C[O-].[Na+].[CH:24](OCC)=O.Cl>COCCOC.O>[CH2:9]([O:8][C:6]1[CH:7]=[C:2]2[C:3]([C:18]([OH:20])=[CH:19][CH:24]=[N:1]2)=[CH:4][C:5]=1[O:16][CH3:17])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 8025Ethyl formateHCID 10942334Sodium MethoxideHCID 226671471-(2-Amino-4-(benzyloxy)-5-methoxyphenyl)ethanone

Product 1

HCID 178486758HCID 178486758, compoundYield 53%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 80711,2-DimethoxyethaneSolvent

Procedure

To a solution of 1-(2-amino-4-(benzyloxy)-5-methoxyphenyl)ethanone (29.00 g, 108 mmol) in DME (700 mL) was added sodium methoxide (46.70 g, 864 mmol) in portions. The reaction was stirred at room temperature for 30 minutes, then ethyl formate was added (64 mL, 648 mmol), and continued to stir for 8 hours. The mixture was diluted with H2O (500 mL) and neutralized with 1 N HCl. The resulted solid was collected through filtration, washed with water and dried in vacuo overnight to afford the title compound as a yellow solid (15.9 g, 53%).

Workup

  1. stirringto stir for 8 hours
  2. filtrationThe resulted solid was collected through filtration
  3. washwashed with water
  4. customdried in vacuo overnight

Sources & evidence

ORD record
ord-66fecc547d1e4fb39e32dd7947caddac
Source dataset
uspto-grants-2015_09
Patent number
US09133162B2

Reaction notes

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