Water → HCID 15572629, compound

HRID 1679986Notes

Reaction equation

HRID 1679986 reaction equation
Cl[CH2:2][C:3]([N:5]([CH2:7][CH:8]([OH:26])[CH:9]([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[O:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[N+:17]([O-:19])=[O:18])[CH3:6])=[O:4].[H-].[Na+].O>CN(C=O)C>[N+:17]([C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=1[O:10][CH:9]([CH:8]1[O:26][CH2:2][C:3](=[O:4])[N:5]([CH3:6])[CH2:7]1)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)([O-:19])=[O:18]

Participants

5

Reactant 3

HCID 962WaterHCID 24758Sodium hydrideHCID 23458343HCID 23458343, compound

Product 1

HCID 15572629HCID 15572629, compoundYield 80.6%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
50 °C

Procedure

To 24.7 g of N-chloroacetyl-N-methyl-2-hydroxy-3-phenyl-3-(2-nitrophenoxy)-propylamine dissolved in 300 ml of anhydrous DMF there was added 3.5 g of 50% NaH in mineral oil. The reaction mixture was heated at 50° C. for 3 hours under stirring and then allowed to stand for 16 hours, then poured into 2 liters of water: a brown solid was separated and was filtered and purified by mixing with boiling 95% ETOH. There was obtained 18 g (Yield 80%) of 2-[α-(2-nitro-phenoxy)-benzyl]-4-methyl-morpholin-5-one, m.p. 192°-195° C.

Workup

  1. customa brown solid was separated
  2. filtrationwas filtered
  3. custompurified
  4. additionby mixing

Sources & evidence

ORD record
ord-f7cd56089e53472b8e35b01ae9ab9ac4
Source dataset
uspto-grants-1981_06
Patent number
US04271160

Reaction notes

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