Ammonia → 3-Hydroxypropionic acid

HRID 573499Notes

Reaction equation

HRID 573499 reaction equation
[OH:1][CH2:2][CH2:3][C:4]([OH:6])=[O:5].[NH3:7]>O>[OH:1][CH2:2][CH2:3][C:4]([OH:6])=[O:5].[OH:1][CH2:2][CH2:3][C:4]([O-:6])=[O:5].[NH4+:7]

Participants

5

Procedure

A 2 wt % 3-hydroxypropionic acid-containing culture fluid (30 g) from which microorganisms are removed, tridecylamine (180 g), and dodecanol (20 g) were added into a 500-mL three neck flask. The flask was submerged in an oil bath and connected to a vacuum pump. The flask was heated while the solution therein was stirred. When the solution temperature reached 85° C., the vacuum pump was turned on. During the reaction, ammonium 3-hydroxypropionate was decomposed to discharge ammonia and water. These are removed by a cold trap under reduced pressure. At the same time, 3-hydroxypropionic acid produced by decomposition of ammonium 3-hydroxypropionate was extracted into an organic phase formed of tridecylamine and dodecanol. To the organic phase formed of tridecylamine and dodecanol which contains 3-hydroxypropionic acid, a ⅕ volume of water was added and mixed. The mixture was heated to 140° C. to give an aqueous solution containing 3-hydroxypropionic acid.

Workup

  1. customare removed
  2. additiontridecylamine (180 g), and dodecanol (20 g) were added into a 500-mL three neck flask
  3. customThe flask was submerged in an oil bath
  4. temperatureThe flask was heated while the solution
  5. customreached 85° C.
  6. customDuring the reaction, ammonium 3-hydroxypropionate
  7. customThese are removed by a cold trap under reduced pressure

Sources & evidence

ORD record
ord-fa11e2b9a28e4348a5e198c4d252681b
Source dataset
uspto-grants-2015_05
Patent number
US09029596B2

Reaction notes

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