Dibutylamine → HCID 3414196, compound

HRID 1753715Notes

Reaction equation

HRID 1753715 reaction equation
[O:1]1[CH2:5][CH2:4][CH2:3][CH:2]1[C:6]([OH:8])=O.[CH2:9]([NH:13][CH2:14][CH2:15][CH2:16][CH3:17])[CH2:10][CH2:11][CH3:12].[PH2]([O-])=O.[Na+].[OH-].[K+].C([N-]CCCC)CCC>>[CH2:9]([N:13]([CH2:14][CH2:15][CH2:16][CH3:17])[C:6]([CH:2]1[CH2:3][CH2:4][CH2:5][O:1]1)=[O:8])[CH2:10][CH2:11][CH3:12]

Participants

6

Reactant 5

HCID 8148Dibutylamine2×HCID 14797Potassium HydroxideHCID 86079(+-)-Tetrahydro-2-furoic acidHCID 21974002HCID 21974002, compoundHCID 178527019HCID 178527019, compound

Product 1

HCID 3414196HCID 3414196, compound

Conditions

Temperature
200 °C

Procedure

232 g (2 mols) of 2-tetrahydrofuroic acid, 387 g (3 mols) of dibutyl amine and 1,5 g of sodium hypophosphite, were introduced into a stirred reactor at room temperature. Reaction mixture was gradually heated up to 200° C., separating the reaction water and returning the excess of dibutyl amine into the reactor. Reaction was controlled by its acid value. Once the acid value was lower than 10 mg KOH/g, excess of dibutyl amide was distilled at 60-100° C. under vacuum.

Workup

  1. customReaction mixture
  2. customseparating
  3. customthe reaction water
  4. customReaction
  5. distillationwas distilled at 60-100° C. under vacuum

Sources & evidence

ORD record
ord-af014575523a4053bdba73f957c78d9d
Source dataset
uspto-grants-2015_10
Patent number
US09167812B2

Reaction notes

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