Potassium Hydroxide → N-(2,3-dihydroxypropyl)-N-dodecyl-2-hydroxyoctanamide

HRID 2260089

Reaction equation

HRID 2260089 reaction equation
[OH:1][CH:2]([CH2:17][OH:18])[CH2:3][NH:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16].[OH-].[K+].[OH:21][CH:22]([CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32])[C:23](OC)=[O:24]>>[OH:1][CH:2]([CH2:17][OH:18])[CH2:3][N:4]([CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])[C:23](=[O:24])[CH:22]([OH:21])[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32]

Participants

4

Reactant 3

HCID 14797Potassium HydroxideHCID 1024961,2-Propanediol, 3-(dodecylamino)-HCID 10487462Methyl 2-hydroxyoctanoate

Product 1

HCID 9875322N-(2,3-dihydroxypropyl)-N-dodecyl-2-hydroxyoctanamide

Procedure

N-(2,3-dihydroxypropyl)-N-dodecylamine (1.0 g, 0.0039 mole) and potassium hydroxide (0.01 g, 0.18 mmole) were heated to 85° C. under vacuum and methyl 2-hydroxyoctanoate (0.6718 g, 0.0039 mole) was added dropwise to the reaction. The reaction was heated under vacuum for 5 hours. A waxy off-white solid was obtained (crude yield=1.38 g). The waxy solid was recrystalized from hot hexane (yield=0.44 g).

Workup

  1. additionwas added dropwise to the reaction
  2. temperatureThe reaction was heated under vacuum for 5 hours
  3. customA waxy off-white solid was obtained (crude yield=1.38 g)
  4. customThe waxy solid was recrystalized from hot hexane (yield=0.44 g)

Sources & evidence

ORD record
ord-8d10083f3434412da739fb48d6c10406
Source dataset
uspto-grants-1995_12
Patent number
US05476671

Linked notes

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