Triethylamine → HCID 18764645, compound

HRID 1251635Notes

Reaction equation

HRID 1251635 reaction equation
[Br:1][CH2:2][C:3](Br)=[O:4].[CH2:6]([NH: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][CH2:41][CH3:42])[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23].CCN(CC)CC>C(Cl)(Cl)Cl>[Br:1][CH2:2][C:3]([N: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][CH2:41][CH3:42])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])=[O:4]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 61147Bromoacetyl bromideHCID 66989Dioctadecylamine

Product 1

HCID 18764645HCID 18764645, compoundYield 61%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

This novel compound was prepared as follows: Bromoacetyl bromide (4.25 g; 21 mmol) was added dropwise to a solution of dioctadecylamine (10 g; 19 mmol) and Et3N (2.13 g; 21 mmol) in CHCl3 (400 mL). After 4 h at room temperature the reaction solution was washed with H2O, dried over Na2SO4 and evaporated. The residue was purified by flash chromatography (n-hexane/Et2O=8/2 (v/v) to give the desired product (7.5 g; 11.5 mmol). Yield 61%. K. F.: <0.1%; The 1H-NMR, 13C-NMR, MS and IR spectra were consistent with the postulated structure

Workup

  1. customThis novel compound was prepared
  2. washAfter 4 h at room temperature the reaction solution was washed with H2O
  3. dry with materialdried over Na2SO4
  4. customevaporated
  5. customThe residue was purified by flash chromatography (n-hexane/Et2O=8/2 (v/v)

Sources & evidence

ORD record
ord-a2247ad4afeb42aa93f4c1fe0720ca78
Source dataset
uspto-grants-2002_01
Patent number
US06342598B1

Reaction notes

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