Docosanoic Acid → 4-Behenoyloxypropyl-6-methyl-2,3,6,7-tetrahydro-1,4-diazocin-5-one

HRID 67685Notes

Reaction equation

HRID 67685 reaction equation
[OH:1][CH2:2][CH2:3][CH2:4][NH:5][CH2:6][CH2:7][NH2:8].[CH:9]([CH2:11][CH:12]([CH3:19])[C:13]([O:15]C(C)C)=O)=O.[C:20](O)(=[O:42])[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH3:41]>>[C:20]([O:1][CH2:2][CH2:3][CH2:4][N:5]1[C:13](=[O:15])[CH:12]([CH3:19])[CH2:11][CH:9]=[N:8][CH2:7][CH2:6]1)(=[O:42])[CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH3:41]

Participants

4

Reactant 3

HCID 8215Docosanoic AcidHCID 10973740N-(3-Hydroxypropyl)ethylenediamineHCID 20527011Isopropyl 3-formyl-2-methylpropionate

Product 1

HCID 544744234-Behenoyloxypropyl-6-methyl-2,3,6,7-tetrahydro-1,4-diazocin-5-one

Procedure

Into an apparatus similar to that in Example 1, were charged 118.2 g (1 mole) of N-hydroxypropylethylenediamine and 158.2 g (1 mole) of isopropyl 3-formyl-2-methylpropionate. From the apparatus, 18 g of water and 60 g of isopropyl alcohol were distilled off. Then, 340.5 g (1 mole) of behenic acid was charged and 18 g of water was distilled off at 180° C. and under a reduced pressure of 70 mmHg to obtain 4-behenoyloxypropyl-6-methyl-2,3,6,7-tetrahydro-1,4-diazocin-5-one.

Workup

  1. distillationFrom the apparatus, 18 g of water and 60 g of isopropyl alcohol were distilled off
  2. distillation18 g of water was distilled off at 180° C. and under a reduced pressure of 70 mmHg

Sources & evidence

ORD record
ord-5fb8993613634c12ab586a7ed6ee3362
Source dataset
uspto-grants-1982_08
Patent number
US04346087

Reaction notes

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