Boric Acid → HCID 86740642, compound

HRID 1589113Notes

Reaction equation

HRID 1589113 reaction equation
[OH:1][CH2:2][CH2:3][N:4]1[CH2:8][CH2:7][N:6]=[C:5]1[CH:9]=[CH:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25].[OH:26][CH2:27][CH2:28][CH:29]([CH2:48][CH2:49][OH:50])[CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36]/[CH:37]=[CH:38]\[CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][NH2:47].B(O)(O)O>C1(C)C=CC=CC=1>[OH:1][CH2:2][CH2:3][N:4]1[CH2:8][CH2:7][N:6]=[C:5]1[CH:9]=[CH:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25].[OH:26][CH2:27][CH2:28][CH:29]([CH2:48][CH2:49][OH:50])[CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36]/[CH:37]=[CH:38]\[CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][NH2:47]

Participants

5

Reactant 3

HCID 7628Boric AcidHCID 865181H-Imidazole-1-ethanol, 2-(1-heptadecenyl)-4,5-dihydro-HCID 86739701HCID 86739701, compound

Product 1

HCID 86740642HCID 86740642, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Approximately 170 g of 1-(2-hydroxyethyl)-2-heptadecenyl imidazoline, 170 g bis(2-hydroxyethyl)oleylamine, 150 g toluene solvent and 62 g boric acid were heated to reflux in a reactor equipped as described in Example 2. Approximately 47 ml water was removed by azeotropic distillation at temperatures up to 175° C. over a period of about 5 hours. The solvent was removed by azeotropic distillation and the borated product was filtered hot through diatomaceous earth to yield a clean, brown, liquid product. Certain of the mixed borated material was then subjected to testing in a low velocity friction apparatus test described below. Test results are reported in Table 1 below.

Workup

  1. temperatureto reflux in a reactor
  2. customequipped
  3. customApproximately 47 ml water was removed by azeotropic distillation at temperatures up to 175° C. over a period of about 5 hours
  4. customThe solvent was removed by azeotropic distillation
  5. filtrationthe borated product was filtered hot through diatomaceous earth
  6. customto yield a clean, brown, liquid product
  7. customTest results

Sources & evidence

ORD record
ord-9ba47be9b6cb48f4a3ab7a3bb547abfc
Source dataset
uspto-grants-1986_02
Patent number
US04568472

Reaction notes

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