Ammonia → KF 4317

HRID 544366Notes

Reaction equation

HRID 544366 reaction equation
C([O:3][C:4]([CH2:6][C:7]1[CH:28]=[CH:27][C:10]([O:11][CH2:12][CH:13]([OH:26])[CH2:14][NH:15][CH:16]([CH3:25])[CH2:17][CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[CH:9][CH:8]=1)=O)C.[NH3:29]>C(O)C>[C:4]([CH2:6][C:7]1[CH:28]=[CH:27][C:10]([O:11][CH2:12][CH:13]([OH:26])[CH2:14][NH:15][CH:16]([CH3:25])[CH2:17][CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)=[CH:9][CH:8]=1)(=[O:3])[NH2:29]

Participants

4

Reactant 2

HCID 222AmmoniaHCID 15572777HCID 15572777, compound2×

Product 1

HCID 131288KF 4317Yield 57%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

In this example, 1.7 g of 1-(4-ethoxycarbonylmethylphenoxy)-3-(1-methyl-3-phenylpropylamino)-2-propanol (Compound 14) is dissolved in 100 ml of ethanol and the solution is poured into a pressure tube. Then, 100 ml of liquid ammonia is added thereto. The tube is sealed and is allowed to stand for 10 days at room temperature. After completion of the reaction, ethanol is distilled away from the solution under reduced pressure. The residue is recrystallized from methylisobutylketone to obtain 0.9 g of 1-(4-carbamoylmethylphenoxy)-3-(1-methyl-3-phenylpropylamino)-2-propanol. (Yield: 57%)

Workup

  1. additionthe solution is poured into a pressure tube
  2. customThe tube is sealed
  3. distillationis distilled away from the solution under reduced pressure
  4. customThe residue is recrystallized from methylisobutylketone

Sources & evidence

ORD record
ord-c93dbf70540249fb8cd8a6333889118b
Source dataset
uspto-grants-1984_05
Patent number
US04450115

Reaction notes

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