Ammonia → 2-(2,4-Dibenzyloxyphenoxy)acetamide

HRID 322865Notes

Reaction equation

HRID 322865 reaction equation
[CH2:1]([O:8][C:9]1[CH:21]=[C:20]([O:22][CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH:19]=[CH:18][C:10]=1[O:11][CH2:12][C:13](OCC)=[O:14])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH3:30].CO>O>[CH2:1]([O:8][C:9]1[CH:21]=[C:20]([O:22][CH2:23][C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH:19]=[CH:18][C:10]=1[O:11][CH2:12][C:13]([NH2:30])=[O:14])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 222AmmoniaHCID 887MethanolHCID 10763088Ethyl 2,4-dibenzyloxyphenoxyacetate

Product 1

HCID 220104082-(2,4-Dibenzyloxyphenoxy)acetamide

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of ethyl (2,4-dibenzyloxyphenoxy)acetate (2 g), concentrated ammonia (25 mL) and methanol (50 mL) is stirred at room temperature for 18 hours. The reaction mixture is diluted with water (50 mL) then evaporated to low bulk and filtered. The solid is washed with water and dried to give 2-(2,4-dibenzyloxyphenoxy)acetamide (1.1 g) as a white powder, m.p. 120° C. [Elemental analysis:- C,73.1; H,5.78; N,3.79%. Calculated:- C,72.7; H,5.83; N,3.85%].

Workup

  1. customthen evaporated to low bulk
  2. filtrationfiltered
  3. washThe solid is washed with water
  4. customdried

Sources & evidence

ORD record
ord-7f0ccb8b50ce4c8da7800ea1427b38a0
Source dataset
uspto-grants-2001_04
Patent number
US06211234B1

Reaction notes

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