Ammonia → 1-Amino-3-(2-propen-1-yloxy)-2-propanol

HRID 747473Notes

Reaction equation

HRID 747473 reaction equation
[OH-].[NH4+:2].N.[CH2:4]([O:8][CH2:9][CH:10]=[CH2:11])[CH:5]1[O:7][CH2:6]1>>[CH2:9]([O:8][CH2:4][CH:5]([OH:7])[CH2:6][NH2:2])[CH:10]=[CH2:11]

Participants

4

Reactant 3

HCID 222AmmoniaHCID 7838Allyl glycidyl ether2×HCID 14923Ammonium Hydroxide

Product 1

HCID 980151-Amino-3-(2-propen-1-yloxy)-2-propanol

Procedure

Ammonium hydroxide (28%-30% (about 14.82 mol) of ammonia in water, 202 mL, 3 mol) was charged to a one liter, one-neck, round-bottom flask that was cooled in an ice bath. To the above solution allyl glycidyl ether (57.07 g, 0.5 mol) was added dropwise at 0° C. The mixture was allowed to warm up to room temperature and stirred for two days after completion of the allyl glycidyl ether addition. 3-Allyloxy-2-hydroxy-propylamine was separated by distillation at 76° C.-82° C. under 0-1 mbar as a clear liquid (˜33 g).

Workup

  1. temperaturewas cooled in an ice bath
  2. custom3-Allyloxy-2-hydroxy-propylamine was separated by distillation at 76° C.-82° C. under 0-1 mbar as a clear liquid (˜33 g)

Sources & evidence

ORD record
ord-eafbdb2b2a584db281aff455402631d0
Source dataset
uspto-grants-2008_07
Patent number
US07396890B2

Reaction notes

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