Phosphate → 1-[([1,1'-Biphenyl]-2-yl)oxy]-3-[methyl(propan-2-yl)amino]propan-2-ol

HRID 1733352Notes

Reaction equation

HRID 1733352 reaction equation
S([O-])([O-])(=O)=O.P([O-])([O-])([O-])=O.[O:11]1[CH:13]([CH2:14][O:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH2:12]1.[CH3:28][NH:29][CH:30]([CH3:32])[CH3:31]>>[CH:30]([N:29]([CH2:12][CH:13]([OH:11])[CH2:14][O:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=1[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[CH3:28])([CH3:32])[CH3:31]

Participants

5

Reactant 4

HCID 1061PhosphateHCID 1117Sulfate IonHCID 78485N-MethylisopropylamineHCID 978752-{[([1,1'-Biphenyl]-2-yl)oxy]methyl}oxirane

Product 1

HCID 203012641-[([1,1'-Biphenyl]-2-yl)oxy]-3-[methyl(propan-2-yl)amino]propan-2-ol

Procedure

Alternatively, the intermediates of the formula ##STR5## are allowed to react at reflux with an appropriate secondary amine to afford the corresponding tertiary amines of the formula R1 ? ##STR6## Those compounds then are allowed to react further with a molecular equivalent of the appropriate alkyl halide, sulphate or phosphate, to produce the instant compounds. For example, 1,2-epoxy-3-(2-phenylphenoxy)propane is allowed to react at reflux with methylisopropyl amine to afford the corresponding 1-(N-isopropyl-N-methylamino)-3-(2-phenylphenoxy)propan-2-ol. This compound then is allowed to react further with a molecular equivalent of methyl chloride to afford [3-(2-phenylphenoxy)-2-hydroxypropyl]isopropyldimethylammonium chloride.

Workup

  1. customto produce the instant compounds
  2. customto react

Sources & evidence

ORD record
ord-cfa0fe99a9754349bf1dfc5a56308fe8
Source dataset
uspto-grants-1980_12
Patent number
US04241088

Reaction notes

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